Organocatalytic [4+2] cyclizations of para-quinone methide derivatives with isocyanates

被引:21
作者
Cheng, Yu-Chun [1 ]
Wang, Cong-Shuai [1 ]
Li, Tian-Zhen [1 ]
Gao, Feng [1 ]
Jiao, Yinchun [2 ]
Shi, Feng [1 ]
机构
[1] Jiangsu Normal Univ, Sch Chem & Mat Sci, Xuzhou 221116, Jiangsu, Peoples R China
[2] Hunan Univ Sci & Technol, Sch Chem & Chem Engn, Xiangtan 411201, Peoples R China
关键词
CATALYTIC 1,6-CONJUGATE ADDITION/AROMATIZATION; DIELS-ALDER REACTION; ASYMMETRIC-SYNTHESIS; ENANTIOSELECTIVE CONSTRUCTION; COUMARIN DERIVATIVES; ACID; CYCLOADDITION; DIHYDROCOUMARINS; ALKYLATION; ANNULATION;
D O I
10.1039/c9ob00918c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first [4 + 2] cyclizations of para-quinone methide derivatives with isocyanates have been established under the catalysis of Bronsted acids or Bronsted bases, which efficiently constructed benzoxazin-2-one frameworks in generally high yields (up to 95%). This reaction will not only enrich the research contents of para-quinone methide-involved cyclization reactions but also provide a useful method for constructing biologically important benzoxazin-2-one frameworks.
引用
收藏
页码:6662 / 6670
页数:9
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