Expanding the [1,2]‐Aryl Migration to the Synthesis of Substituted Indoles | Zendy

Pei Tao | Zendy; Chen Chengyi | Zendy; Dormer Peter G. | Zendy; Davies Ian W. | Zendy

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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 .

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