Tag: M.W=150-200

Ma, Rui-Jun published the artcileSynthesis of dihydro-[1,3]oxazino[4,3-a] isoindole and tetrahydroisoquinoline through Cu(OTf)2-catalyzed reactions of N-acyliminium ions with ynamides, Application of 5-Chloroisoindolin-1-one, the main research area is isoindole acetal ynamide copper catalyst cyclization; dihydrooxazinoisoindole preparation; tetrahydroisoquinoline acetal ynamide copper catalyst cyclization; dihydrooxazinoisoquinolinone preparation.

An efficient approach to access functionalized dihydro-[1,3]oxazino[4,3-a] isoindole and tetrahydroisoquinoline skeletons has been developed through the addition-cyclization process of ynamides with N-acyliminium ions generated from N,O-acetals. The reactions were conducted under the catalysis of Cu(OTf)2, and a number of functionalized dihydro-[1,3]oxazino[4,3-a] isoindoles and tetrahydroisoquinolines were generated in 48-98% yields. When chiral ynamides were used, optically pure tetrahydroisoquinolines could be obtained with good to excellent yields and diastereoselectivities.

Tetrahedron Letters published new progress about Acetals Role: RCT (Reactant), RACT (Reactant or Reagent). 74572-29-5 belongs to class indole-building-block, name is 5-Chloroisoindolin-1-one, and the molecular formula is C8H6ClNO, Application of 5-Chloroisoindolin-1-one.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Zhou, Tao published the artcileRh(III)-Catalyzed Carbocyclization of 3-(Indolin-1-yl)-3-oxopropanenitriles with Alkynes and Alkenes through C-H Activation, Recommanded Product: 4-Chloroindoline, the main research area is indoline stereoselective regioselective preparation rhodium catalyst reaction mechanism; alkyne alkene indoline carbocyclization.

Rh(III)-catalyzed carbocyclization reactions of 3-(indolin-1-yl)-3-oxopropanenitriles with alkynes and alkenes have been developed to form 1,7-fused indolines through C-H activation. These reactions have a broad range of substrates and high yields. Unsym. aryl-alkyl substituted alkynes proceeded smoothly with high regioselectivity. Electron-rich alkynes could undergo further oxidative coupling reaction to form polycyclic compounds For alkenes, 1,2-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-4-ones were formed via C(sp2)-H bond alkenylation and C(sp2)-H, C(sp3)-H oxidative coupling reactions.

Organic Letters published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 41910-64-9 belongs to class indole-building-block, name is 4-Chloroindoline, and the molecular formula is C8H8ClN, Recommanded Product: 4-Chloroindoline.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Zhang, Li published the artcileRu-Catalyzed selective C-H oxidative olefination with N-heteroarenes directed by pivaloyl amide, Synthetic Route of 41910-64-9, the main research area is indoline alkylaniline pivaloyl amide oxidative olefination regioselective ruthenium catalyst.

A highly efficient and practical Ru-catalyzed direct C-H functionalization of indolines and N-alkylaniline with a simple pivaloyl as a directing group is developed. Broad substrate scopes with respect to N-heteroarenes and olefins are observed The selective C7-position alkynylation for indoline also proceeds well by using inexpensive ruthenium as a catalyst, and pivaloyl as a directing group.

Organic Chemistry Frontiers published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 41910-64-9 belongs to class indole-building-block, name is 4-Chloroindoline, and the molecular formula is C8H8ClN, Synthetic Route of 41910-64-9.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Chen, Qing-An published the artcileRhodium-Catalyzed Enantioselective Hydroamination of Alkynes with Indolines, Computed Properties of 41910-64-9, the main research area is rhodium catalyst regioselective stereoselective hydroamination alkyne indoline; branched allylic indoline preparation.

The hydroamination of internal alkynes via tandem rhodium catalysis gives branched N-allylic indolines with high regio- and enantioselectivity. An acid switch provides access to the linear isomer in preference to the branched isomer by an isomerization mechanism. Mechanistic studies suggest formation of an allene intermediate, which undergoes hydroamination to generate allylic amines instead of the enamine or imine products typically observed in alkyne hydroaminations.

Journal of the American Chemical Society published new progress about Alkynes Role: RCT (Reactant), RACT (Reactant or Reagent). 41910-64-9 belongs to class indole-building-block, name is 4-Chloroindoline, and the molecular formula is C8H8ClN, Computed Properties of 41910-64-9.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Yang, Yurong published the artcileRu(II)-Catalyzed and acidity-controlled tunable [5+1]/[5+2] annulation for building ring-fused quinazolines and 1,3-benzodiazepines, Product Details of C8H8ClN, the main research area is indolyl benzimidazole preparation propargyl carbonate ruthenium catalyst regioselective cycloaddition; isobutenyl benzoimidazopyrroloquinazoline preparation; alkenyl benzoimidazodiazepinoindole preparation.

The Ru(II)-catalyzed tunable [5+1]/[5+2] annulation of N-benzo[d]imidazole indolines with propargyl carbonates was realized for the divergent synthesis of ring-fused quinazolines and 1,3-benzodiazepines bearing various functional groups. These transformations represented an efficient and practical strategy in constructing complex heterocycles via diversified C-H functionalization. A distinctive acidity-controlled reaction manner was clarified to account for the chemoselectivity.

Chemical Communications (Cambridge, United Kingdom) published new progress about [5+2] Cycloaddition reaction (regioselective). 41910-64-9 belongs to class indole-building-block, name is 4-Chloroindoline, and the molecular formula is C8H8ClN, Product Details of C8H8ClN.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Rae, James published the artcileSynthesis of Axially Chiral C-N Scaffolds via Asymmetric Coupling with Enantiopure Sulfinyl Iodanes, Recommanded Product: 4-Chloroindoline, the main research area is copper catalyzed atropselective coupling chiral iodane sulfoxide auxiliary; axially chiral carbon nitrogen scaffold synthesis.

Axially chiral C-N compounds are an emerging but scarcely investigated class of stereogenic mols. with potential applications as biol. active scaffolds and chiral ligands. The synthesis of these compounds is extremely challenging, and in particular, no metal-catalyzed asym., intermol. C-N coupling has been previously reported. Herein we disclose an intermol. atropselective C-N coupling, occurring with excellent stereoselectivity. This Cu-catalyzed transformation is based on the use of highly active coupling partners (i.e., chiral iodanes bearing a very cheap and traceless sulfoxide auxiliary). Use of such original ortho-sulfoxide iodanes enables this unprecedented coupling to occur at room temperature, guaranteeing high atropselectivity and atropselectivity of the coupling products under reaction conditions. Because of extensive possible postmodifications of the optically pure products, a panel of C-N axially chiral scaffolds can now be accessed.

ACS Catalysis published new progress about Anion exchange (of sulfoxide iodanes). 41910-64-9 belongs to class indole-building-block, name is 4-Chloroindoline, and the molecular formula is C8H8ClN, Recommanded Product: 4-Chloroindoline.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Ma, Rui-Jun published the artcileSynthesis of 1-benzylisoindoline and 1-benzyl-tetrahydroisoquinoline through nucleophilic addition of organozinc reagents to N,O-acetals, Category: indole-building-block, the main research area is benzylisoindoline preparation; benzyl tetrahydroisoquinoline preparation; organozinc compound acetal nucleophilic addition.

A new approach to access 1-benzylisoindolines I [n = 1, 2; R1 = Bn, 4-FC6H4CH2, 4-t-BuC6H4CH2, etc.; R2 = H, 5-Br, 6-Cl, etc.] and 1-benzyl-tetrahydroisoquinolines I [R2 = H, 6,7-di-OMe] was developed through nucleophilic addition of organozinc reagents to N,O-acetals. A number of substituted organozinc reagents were amenable for this transformation, and the desired products were obtained with excellent yields. Moreover, Sc(OTf)3 proved to be an effective catalyst for the formation of 1-benzylisoindolines I and 1-benzyl-tetrahydroisoquinolines II using such nucleophilic addition

Organic & Biomolecular Chemistry published new progress about Isoindoles Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 74572-29-5 belongs to class indole-building-block, name is 5-Chloroisoindolin-1-one, and the molecular formula is C8H6ClNO, Category: indole-building-block.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Prusty, Namrata published the artcileSynthesis and Photophysical Study of Heteropolycyclic and Carbazole Motif: Nickel-Catalyzed Chelate-Assisted Cascade C-H Activations/Annulations, Category: indole-building-block, the main research area is benzoindole preparation; indoline alkyne tandem reaction; polyarylcarbazole preparation regioselective; indole alkyne tandem reaction.

Nickel-catalyzed synthesis of polyarylcarbazoles I (R = H, Me; R1 = 4-F, 4-Cl, 4-Br, 5-Me, 5-OMe; R2 = C2H5, C6H5, 4-FC6H4, etc.) and II (R3 = 6-Br, 7-Cl, 8-Me, etc.) through sequential C-H bond activations has been described. Regioselective indole C2/C3 functionalization has been achieved in the presence of indoles III C7-H, which is quite challenging. In addition, this approach also gives easy access to building a heteropolycyclic motif through C6/C7 C-H functionalization of indolines IV. This methodol. is not limited to aromatic internal alkynes R2CCR2 as coupling partners; aliphatic alkynes have also shown good tolerance. Notably, during the optimization the catalytic enhancement with sodium iodide as an additive has been observed The photophys. properties of these highly conjugated mols. were obtained.

Organic Letters published new progress about C-H bond activation. 41910-64-9 belongs to class indole-building-block, name is 4-Chloroindoline, and the molecular formula is C8H8ClN, Category: indole-building-block.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Yang, Ruchun published the artcileDMSO/t-BuONa/O2-Mediated Aerobic Dehydrogenation of Saturated N-Heterocycles, Product Details of C8H8ClN, the main research area is quinoline preparation; tetrahydroquinoline sodium tert butoxide dimethyl sulfoxide oxidative dehydrogenation; isoquinoline preparation; tetrahydroisoquinoline sodium tert butoxide dimethyl sulfoxide oxidative dehydrogenation; indole preparation; indoline sodium tert butoxide dimethyl sulfoxide oxidative dehydrogenation.

Aromatic N-heterocycles such as quinolines I [R1 = H, 8-Cl, 6-OMe, etc.; R2 = H, 3-Me, 4-Ph, etc. X = N; Y = CH2], isoquinolines I [R1 = H; R2 = H, 1-Ph; X = CH2; Y = N] and indoles II [R1 = H, 5-F, 4-Br, etc.; R2 = H, 2-Me; Y = CH2, N] were synthesized via a sodium tert-butoxide promoted oxidative dehydrogenation of the saturated heterocycles in DMSO solution This reaction proceeded under mild reaction conditions with a good functional group tolerance. Mechanistic studies suggested a radical pathway involved hydrogen abstraction of dimsyl radicals from the N-H bond or α-C-H of the substrates, and subsequent oxidation of the nitrogen or α-aminoalkyl radicals.

Journal of Organic Chemistry published new progress about Indolines Role: RCT (Reactant), RACT (Reactant or Reagent). 41910-64-9 belongs to class indole-building-block, name is 4-Chloroindoline, and the molecular formula is C8H8ClN, Product Details of C8H8ClN.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Pierce, Larry T. published the artcileSynthesis of novel 3,4-diaryl-5-aminopyrazoles as potential kinase inhibitors, Recommanded Product: N,N-Dimethyl-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)methanamine, the main research area is aryl aminopyrazole preparation potential kinase inhibitor.

Synthesis of a diverse series of novel 3,4-diaryl-5-aminopyrazoles as candidates in the development of new protein kinase inhibitors is reported for the first time. In the course of a wider study into bisindolylmaleimide (BIM) derivatives, we examined a novel 5-aminopyrazole heterocyclic moiety as a structural analog of the highly potent VEGF-R2/3 inhibitor pyrrole-2-one, I. The versatile nature of this pharmacophore allows considerable scope for derivatization and hence exploration of structure activity relationships. Consequently, a variety of structural modifications were used in order to diversify the aminopyrazole ring substituents. Bicyclic derivatives of the parent aminopyrazoles, II (X=CH, X=N), were also synthesized as a means of probing the kinase active site, leading to formation of complex planar pyrimidine moieties. This work provides the framework for new explorations into kinase inhibition and critical investigations into selectivity of inhibitory activity.

Tetrahedron published new progress about Heterocyclization. 5654-92-2 belongs to class indole-building-block, name is N,N-Dimethyl-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)methanamine, and the molecular formula is C10H13N3, Recommanded Product: N,N-Dimethyl-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)methanamine.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles