Allylation of azoles with allyltributyltin via unstable N-(alkoxycarbonyl) azolium salts

…, H Hasegawa, K Nagata, A Ohsawa

Index: Itoh, Takashi; Hasegawa, Hiroshi; Nagata, Kazuhiro; Ohsawa, Akio Journal of Organic Chemistry, 1994 , vol. 59, # 6 p. 1319 - 1325

Full Text: HTML

Citation Number: 18

Abstract

The one-pot reactions of imidazoles with allyltributyltin in the presence of alkyl chloroformates gave 2-allyl-1, 3-bis (alkoxycarbonyl)-4-imidazolines in good yields. The reactions of thiazoles and oxazoles also proceeded in a similar manner. The instability of the intermediary quaternary salts required the nucleophiles to be added simultaneously with the chloroformate. Therefore, the reaction was specific for allyltributyltin, since it doesn't react ...