Convenient indole synthesis from ethynylanilines with a polymer-supported fluoride

The cyclization reaction of ethynylanilines having phenyl, alkyl, methoxy, cyano. chloro, mid ethoxycarbonyl groups with (polystyrylmethyl)trimethylammonium fluoride in dry MeCN under an argon atmosphere at 100degreesC proceeded in good yields to give the corresponding indoles without affecting thes...

Full description

Saved in:
Bibliographic Details
Published inTetrahedron letters Vol. 43; no. 37; pp. 6579 - 6582
Main Authors Yasuhara, A, Suzuki, N, Yoshino, T, Takeda, Y, Sakamoto, T
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 09.09.2002
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
FUNCTIONALIZED POLYMERS
TETRABUTYLAMMONIUM FLUORIDE
Online AccessGet full text

Cover

More Information
Summary:The cyclization reaction of ethynylanilines having phenyl, alkyl, methoxy, cyano. chloro, mid ethoxycarbonyl groups with (polystyrylmethyl)trimethylammonium fluoride in dry MeCN under an argon atmosphere at 100degreesC proceeded in good yields to give the corresponding indoles without affecting these functional groups. Moreover, the polymer-Supported fluoride could be reused for the cyclization reaction when the deprotection reaction of the N-substituted indole with the fluoride ion 011 resin did not occur under the cyclization conditions. (C) 2002 Elsevier Science Ltd. All rights reserved.
ISSN:0040-4039
DOI:10.1016/S0040-4039(02)01439-9