Intermolecular Hydroalkoxylation of N-Allenyl Sulfonamides with Oximes Catalyzed by Cationic Gold(I) Salts

Ting Ma; Honghe Li; Chenyang Sun; Xiaoxiao Li; Zhigang Zhao

doi:10.1055/s-0035-1560399

Synthesis, Table of Contents

Synthesis 2016; 48(07): 1011-1018
DOI: 10.1055/s-0035-1560399

paper

Intermolecular Hydroalkoxylation of N-Allenyl Sulfonamides with Oximes Catalyzed by Cationic Gold(I) Salts

Authors

Ting Ma

College of Chemistry and Environmental Protection Engineering, Southwest University for Nationalities, Chengdu 610041, P. R. of China Email: 21900126@swun.cn Email: 21900003@swun.cn
Honghe Li

College of Chemistry and Environmental Protection Engineering, Southwest University for Nationalities, Chengdu 610041, P. R. of China Email: 21900126@swun.cn Email: 21900003@swun.cn
Chenyang Sun

College of Chemistry and Environmental Protection Engineering, Southwest University for Nationalities, Chengdu 610041, P. R. of China Email: 21900126@swun.cn Email: 21900003@swun.cn
Xiaoxiao Li*

College of Chemistry and Environmental Protection Engineering, Southwest University for Nationalities, Chengdu 610041, P. R. of China Email: 21900126@swun.cn Email: 21900003@swun.cn
Zhigang Zhao*

College of Chemistry and Environmental Protection Engineering, Southwest University for Nationalities, Chengdu 610041, P. R. of China Email: 21900126@swun.cn Email: 21900003@swun.cn

Abstract

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Abstract

Intermolecular hydroalkoxylation of N-allenyl sulfonamides with oximes is achieved under mild gold(I)-catalyzed conditions delivering allyloximino E-enesulfonamides stereoselectively in moderate to high yields. The products contain two important functionalities, imines and enesulfonamides, within one framework containing an oxygen bridge, and the reaction is made possible via a convenient method for conjugated N-sulfonyliminium formation.

Key words

hydroalkoxylation - N-allenyl sulfonamides - oximes - gold(I) catalysis - E-enesulfonamides

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