Convenient indole synthesis from ethynylanilines with a polymer-supported fluoride

Autor: Naoyuki Suzuki, Akito Yasuhara, Takao Sakamoto, Yousuke Takeda, Takashi Yoshino
Rok vydání: 2002
Předmět:
Zdroj: Tetrahedron Letters. 43:6579-6582
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(02)01439-9
Popis: The cyclization reaction of ethynylanilines having phenyl, alkyl, methoxy, cyano, chloro, and ethoxycarbonyl groups with (polystyrylmethyl)trimethylammonium fluoride in dry MeCN under an argon atmosphere at 100°C 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 on resin did not occur under the cyclization conditions.
Databáze: OpenAIRE