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Expanding the [1,2]‐Aryl Migration to the Synthesis of Substituted Indoles
Author(s) -
Pei Tao,
Chen Chengyi,
Dormer Peter G.,
Davies Ian W.
Publication year - 2008
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200705804
Subject(s) - nucleophile , aryl , reagent , product (mathematics) , closing (real estate) , range (aeronautics) , combinatorial chemistry , mechanism (biology) , carbon fibers , chemistry , function (biology) , computer science , stereochemistry , organic chemistry , mathematics , law , materials science , algorithm , philosophy , catalysis , political science , epistemology , biology , alkyl , composite material , evolutionary biology , composite number , geometry
Closing in on the product : A range of 2‐ and 2,3‐substituted indoles 2 have been synthesized in moderate to excellent yields by the addition of carbon nucleophiles (organometallic reagents, RM) to readily accessible 1‐(2‐aminophenyl)‐2‐chloroethanones of type 1 under mild conditions (see scheme). A mechanism has been proposed that involves a unique [1,2]‐aryl migration of intermediate 3 .