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Versatile Indole Synthesis by a 5‐ endo‐dig Cyclization Mediated by Potassium or Cesium Bases
Author(s) -
Rodriguez Alain Louis,
Koradin Christopher,
Dohle Wolfgang,
Knochel Paul
Publication year - 2000
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 - 10.1002/1521-3773(20000717)39:14<2488::aid-anie2488>3.0.co;2-e
Subject(s) - indole test , caesium , combinatorial chemistry , dig , scope (computer science) , chemistry , potassium , organic chemistry , computer science , programming language , world wide web
A mild route to indoles by cyclization of 2‐(1‐alkynyl)anilines is offered by the use of simple bases such as KO t Bu, KH, or CsO t Bu and N ‐methylpyrrolidinone (NMP) at room temperature. The reaction has a broad scope and allows the preparation of various functionalized indoles as well as new aza‐or diazaindoles in excellent yields [see, for example, Eq. (1)].