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Communication | Special issue | Vol 46, No. 1, 1997, pp.101-104
Published online, 1st January, 1970
DOI: 10.3987/COM-97-S37
New Reactions of Phosgene with Tertiary Amines

Taisuke Itaya* and Tae Kanai

*Faculty of Pharmaceutical Scicences, Kanazawa University, 13-1 Takara-machi, Kanazawa 920-0934, Japan

Abstract

1-Benzylwye (3) underwent substitution at the 7-position in the presence of COCl2 and pyridine in THF to afford various products depending upon the post-treatment through 1,4-dihydropyridine (7) and carboxylic acid derivative (8). When Et3N was used instead of pyridine, it reacted with COCl2 to provide two enamines (18 and 19), together with diethylcarbamyl chloride (20), after treatment of the reaction mixture with MeOH.