Diversity Oriented Convergent Access for Collective Total Synthesis of Bioactive Multifunctional Carbazole Alkaloids: Synthesis of Carbazomycin A, Carbazomycin B, Hyellazole, Chlorohyellazole, and Cla

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• 作者：Shivaji B. Markad ; Narshinha P. Argade
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：October 17, 2014
• 年：2014
• 卷：16
• 期：20
• 页码：5470-5473
• 全文大小：427K
• ISSN：1523-7052

文摘

Facile syntheses of imperative carbazole alkaloids carbazomycin A, carbazomycin B, hyellazole, chlorohyellazole, and clausenaline D have been demonstrated starting from readily available Boc-protected 3-formylindole and dimethyl maleate. The suitably substituted aromatic rings have been designed comprising three/four significant C鈥揅 bond forming reactions. The competent Wittig reaction, selective monoalkylations, one-pot regioselective Weinreb amide formation and Boc-deprotection, well designed Grignard reactions, dehydrative intramolecular cyclizations, and Baeyer鈥揤illiger rearrangement of aromatic aldehydes were the main features.