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Communication | Special issue | Vol 62, No. 1, 2004, pp.127-130
Published online, 14th October, 2003
DOI: 10.3987/COM-03-S(P)13
Acid-mediated Cyclization of 3-Benzoyl-2-cyanobutyronitrile to 2-Amino-4-methyl-5-phenylfuran-3-carbonitrile

Susumu Watanuki,* Shuichi Sakamoto, Hironori Harada, Kazumi Kikuchi, Takahiro Kuramochi, Ken-ichi Kawaguchi, Toshio Okazaki, and Shin-ichi Tsukamoto

*Institute for Drug Discovery Research, Yamanouchi Pharmaceutical Co., Ltd., 21, Miyukigaoka, Ibaraki 305-8585, Japan

Abstract

Cyclization of 3-benzoyl-2-cyanobutyronitrile to 2-amino-4-methyl-5-phenylfuran-3-carbonitrile was effected under acidic conditions, rather than the basic conditions previously reported. Since treatment with trifluoroacetic acid (TFA) at room temperature is very mild, 2-amino-4-methyl-5-phenylfuran-3-carbonitriles containing various functional groups can be accessed via this route.