Synthesis of indoles with a polyfluorinated benzene ring

Synthesis of indoles with a polyfluorinated benzene ring Full article

Journal

Tetrahedron
ISSN: 0040-4020

Output data

Year: 2013, Volume: 69, Number: 39, Pages: 8477-8486 Pages count : DOI: 10.1016/j.tet.2013.07.037

Tags

Coupling reactions; Cyclization of polyfluorinated ortho-alkynylanilines; Polyfluorinated indoles; One-pot synthesis

Authors

Politanskaya Larisa V. ¹ , Chuikov Igor P. ¹ , Shteingarts Vitalij D. ¹

Affiliations

1	(Данные Web of science) Russian Acad Sci, Siberian Branch, NN Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia

A two-step sequence consisting of a Sonogashira coupling of polyfluorinated 2-iodoanilines with terminal alkynes, followed by a KOH promoted cyclization of the 2-alkynylanilines thus formed, has been developed as a one-pot synthesis of 2-R-indoles (R=n-Bu, Ph, CH2OTHP -> CH2OH, C(CH3)(2)OH -> H) containing a polyfluorinated benzene moiety. (C) 2013 Elsevier Ltd. All rights reserved.

Politanskaya L.V. , Chuikov I.P. , Shteingarts V.D.
Synthesis of indoles with a polyfluorinated benzene ring
Tetrahedron. 2013. V.69. N39. P.8477-8486. DOI: 10.1016/j.tet.2013.07.037 WOS Scopus РИНЦ

Published print:

Sep 1, 2013

Web of science	WOS:000323796000019
Scopus	2-s2.0-84882251577
Elibrary	20457845
OpenAlex	W2952979386