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New Perspectives in the Indole Ring Functionalization using 2‐Indolylmethanols
Author(s) -
Petrini Marino
Publication year - 2020
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.201901245
Subject(s) - chemistry , nucleophile , electrophile , indole test , ring (chemistry) , surface modification , combinatorial chemistry , reagent , lewis acids and bases , denticity , stereochemistry , organic chemistry , catalysis , crystal structure
2‐Indolylmethanols have been recently involved in several processes dealing with indole functionalization. These compounds, upon activation by Brønsted or Lewis acids, generate a bidentate electrophilic system amenable to react at the 3‐position or at the benzylic site with a wide range of nucleophilic reagents. The functionalization pattern is affected by the nature of the substituents at the carbinol unit and also depends on the nature of the nucleophile used. Nucleophilic reactants bearing a remote electrophilic site in their structure can be involved in a further ring closure ultimately leading to polycyclic derivatives. This review article summarizes some fundamental aspects of the chemistry of 2‐indolylmethanols with particular attention to those related to asymmetric synthesis.