文献类型：期刊文献

英文题名：1,3-Dipolar Cycloadditions of 4-Acetoxy Allenoates: Access to 2,3-Dihydropyrazoles, 2,3-Dihydroisoxazoles, and Indolizines

作者：Li, Falin[1];Chen, Jiangfei[2];Hou, Yading[2];Li, Yujie[2];Wu, Xin-Yan[1];Tong, Xiaofeng[1,2]

机构：[1]E China Univ Sci & Technol, Shanghai Key Lab Funct Mat Chem, Shanghai 200237, Peoples R China;[2]Changzhou Univ, Jiangsu Key Lab Adv Catalyt Mat & Technol, Sch Petrochem Engn, Changzhou 213164, Peoples R China

年份：2015

卷号：17

期号：21

起止页码：5376

外文期刊名：ORGANIC LETTERS

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000364434900058)，CCR-EXPANDED(收录号:WOS:000364434900058)】；

基金：This work is supported by NSFC (No. 21272066 and 21472042), the Fundamental Research Funds for the Central Universities, and the Program for New Century Excellent Talents in University (NCET-12-0851). We are also appreciative of the funding from Changzhou University.

语种：英文

摘要：The thermal 1,3-dipolar cycloadditions of 4-acetoxyallenoates 1 with various dipoles have been reported. When azomethine imines and nitrones are used as the 1,3-dipole partner, the corresponding reactions afford 2,3-dihydropyrazole and 2,3-dihydroisoxazole derivatives, respectively. These reactions might proceed via a thermal 1,3-dipolar cycloaddition and the subsequent elimination of HOAc. In addition, allenoates 1 react well with in situ generated azomethine ylides in which a similar cycloaddition pathway is followed by oxidative aromatization to give indolizine derivatives.