Stereoselective synthesis of 2,3-disubstituted dihydrobenzofuran using alkyne Prins type cyclization to vinylogous carbonates

被引:0
作者
Gharpure, Santosh J. [1 ]
Prasath, V. [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Madras 600036, Tamil Nadu, India
关键词
Vinylogous carbonates; Prins cyclization; Lewis acids; Sonogashira coupling; RADICAL CYCLIZATION; STYRENYL SYSTEMS; ACID; EFFICIENT; CONSTRUCTION; PRODUCTS; LIGNANS; 2-ARYL-2,3-DIHYDROBENZOFURANS; TETRAHYDROFURANS; REGIOSELECTIVITY;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An intramolecular, alkyne Prins type cyclization of vinylogous carbonates derived from o-alkynyl phenols is developed for the stereoselective construction of trans-2,3-disubstituted dihydrobenzofuran derivatives. Strong Lewis acids like TMSOTf catalyse this reaction efficiently. The presence of mildly electron donating groups on aryl rings increases the efficiency of the reaction.
引用
收藏
页码:943 / 949
页数:7
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