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Benzannulation of 2‐Alkenylindoles using Aldehydes by Sequential Triple‐Relay Catalysis: A Route to Carbazoles and Carbazole Alkaloids
Author(s) -
Banerjee Ankush,
Sahu Samrat,
Maji Modhu Sudan
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201700092
Subject(s) - chemistry , carbazole , catalysis , combinatorial chemistry , triple bond , conjugated system , relay , organic chemistry , double bond , power (physics) , physics , quantum mechanics , polymer
Benzannulation of 2‐alkenylindoles with readily available aldehydes, under one‐pot sequential triple‐relay‐catalysis, provides an easy access to several structurally unique carbazoles including 2‐ and 3‐alkenylcarbazoles. This protecting group‐free method enabled one‐pot synthesis of alkaloids such as hyellazole and 6‐chlorohyellazole, and the formal syntheses of seven other alkaloids. Construction of the core structure, present in murastifoline A, murrafoline E, and related alkaloids was also demonstrated. Even conjugated 3,3′‐biscarbazoles can also be synthesized by one‐pot, two‐fold sequential triple‐relay catalysis .