A gold-catalyzed 1,2-acyloxy migration/intramolecular cyclopropanation/ring enlargement cascade: syntheses of medium-sized heterocycles

被引：18
|
作者：
Sun, Yin-Wei [1 ,2 ]
Tang, Xiang-Ying [3 ]
Shi, Min [1 ,2 ,3 ]
机构：
[1] E China Univ Sci & Technol, Key Lab Adv Mat, Sch Chem & Mol Engn, Shanghai 200237, Peoples R China
[2] E China Univ Sci & Technol, Inst Fine Chem, Sch Chem & Mol Engn, Shanghai 200237, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
来源：
CHEMICAL COMMUNICATIONS | 2015年 / 51卷 / 73期
基金：
中国国家自然科学基金;
关键词：
FURAN-YNE; PROPARGYLIC ESTERS; CYCLOADDITIONS; METATHESIS; ALKYNES; CYCLOISOMERIZATION; CYCLIZATION; ACCESS; MIGRATION; INDOLES;
D O I：
10.1039/c5cc05808b
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The synthesis of medium-sized heterocycles possessing a trans double bond is still a challenge. Herein, gold(I)-catalyzed 1,2-acyloxy migration/intramolecular cyclopropanation/ring enlargement cascade reaction of furans has been developed, providing highly efficient access to ten-and eleven-membered heterocycles with a broad substrate scope under mild reaction conditions. The reaction outcome features high chemo-selectivity at the C5-position of furan. Moreover, a trans-double bond was embodied in the medium ring system.
引用
收藏
页码：13937 / 13940
页数：4
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