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Synthesis 2010(17): 2969-2978  
DOI: 10.1055/s-0030-1258165
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Furan Ring Opening-Pyrrole Ring Closure: Simple Route to 5-Alkyl-2-(aminomethyl)pyrroles

Alexander V. Butin*a, Tatyana A. Nevolinaa, Vitaly A. Shcherbinina, Maxim G. Uchuskina, Olga V. Serdyukb, Igor V. Trushkovc,d
a Research Institute of Heterocyclic Compounds Chemistry, Kuban State Technological University, Moskovskaya st. 2, Krasnodar 350072, Russian Federation
b Department of Chemistry, Southern Federal University, Zorge 7, Rostov-on-Don, 344090, Russian Federation
c Department of Chemistry, M.V. Lomonosov Moscow State University, Leninskie Gory 1/3, Moscow 119991, Russian Federation
d Laboratory of Chemical Synthesis, Federal Research Center of Pediatric Hematology, Oncology, and Immunology, Leninskii av. 117/2, Moscow 105062, Russian Federation
Fax: +7(861)2596592.; e-Mail: alexander_butin@mail.ru; e-Mail: av_butin@yahoo.com;
Further Information

Publication History

Received 20 April 2010
Publication Date:
12 July 2010 (online)

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Abstract

A simple route to 5-alkyl-2-(aminomethyl)pyrroles is proposed that is based on hydrolytic ring opening of 5-alkylfur­furyl­amines followed by pyrrole ring closure under Paal-Knorr conditions.

Key words

furans - ring opening - ring closure - pyrroles - polycycles

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