Base-promoted ring-closing carbonyl-allene metathesis for the synthesis of 2,4-disubstituted pyrroles

被引:28
作者
Cheng, Guolin [1 ]
Lv, Weiwei [1 ]
Xue, Lulu [1 ]
机构
[1] Huaqiao Univ, Coll Mat Sci & Engn, Xiamen 361021, Peoples R China
关键词
PROPARGYLIC BETA-ENAMINONES; OLEFIN METATHESIS; FACILE SYNTHESIS; 3-COMPONENT SYNTHESIS; AROMATIC-COMPOUNDS; CASCADE REACTION; ALKYNYL IMINES; CYCLIZATION; ESTERS; COPPER;
D O I
10.1039/c8gc01675e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A base-promoted ring-closing carbonyl-allene metathesis reaction of N-allenyl beta-enaminones (generated in situ from N-propargyl beta-enaminones) gives 2,4-disubstituted pyrroles with cleavage of the C(sp)-C(sp(3)) bond. This transition metal-free procedure generates 1 equiv. of acetic acid as the sole byproduct. A preliminary mechanistic study supports a stepwise [2 + 2] cycloaddition/retro [2 + 2] reaction pathway.
引用
收藏
页码:4414 / 4417
页数:5
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