Authors Nalikezhathu, A; Cherepakhin, V; Williams, TJ in AMER CHEMICAL SOC published article about N-HETEROCYCLIC CARBENE; BETA-CARBOLINES; IRIDIUM COMPLEX; RECENT PROGRESS; BOND FORMATION; ALKYLATION; AMINES; ALCOHOLS; INDOLE; AMINATION in [Nalikezhathu, Anju; Cherepakhin, Valeriy; Williams, Travis J.] Univ Southern Calif, Donald P & Katherine B Loker Hydrocarbon Inst, Los Angeles, CA 90089 USA; [Nalikezhathu, Anju; Cherepakhin, Valeriy; Williams, Travis J.] Univ Southern Calif, Dept Chem, Los Angeles, CA 90089 USA in 2020.0, Cited 77.0. SDS of cas: 100-51-6. The Name is Benzyl Alcohol. Through research, I have a further understanding and discovery of 100-51-6
We report a pyridyl-phosphine ruthenium(II) catalyzed tandem alcohol amination/Pictet-Spengler reaction sequence to synthesize tetrahydro-beta-carbolines from an alcohol and tryptamine. Our conditions use a Lewis acid cocatalyst, In(OTf)(3), that is compatible with typically base catalyzed amination and an acid catalyzed Pictet-Spengler cyclization. This method proceeds well with benzylic alcohols, heterocyclic carbinols, and aliphatic alcohols. We also show how combining this reaction with a subsequent cycloamination enables a direct synthesis of tetracyclic alkaloids like harmicine.
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Reference:
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