Access to substituted cyclobutenes by tandem [3,3]-sigmatropic rearrangement/[2+2] cycloaddition of dipropargylphosphonates under Ag/Co relay catalysis

被引：4

作者：

Ni, Qijian ^{[1
,2
]}

Song, Xiaoxiao ^{[1
,2
]}

Png, Chin Wen ^{[3
]}

Zhang, Yongliang ^{[3
]}

Zhao, Yu ^{[2
,4
]}

机构：

[1] Anhui Normal Univ, Coll Chem & Mat Sci, Anhui Key Lab Mol Based Mat, Key Lab Functionalized Mol Solids,Minist Educ,Sta, Wuhu 241002, Anhui, Peoples R China

[2] Natl Univ Singapore, Dept Chem, 3 Sci Dr 3, Singapore 117543, Singapore

[3] Natl Univ Singapore, Ctr Life Sci, 03-09,28 Med Dr, Singapore 117456, Singapore

[4] Tianjin Univ, Joint Sch Natl Univ Singapore & Tianjin Univ, Int Campus, Fuzhou 350207, Peoples R China

来源：

CHEMICAL SCIENCE | 2020年 / 11卷 / 45期

基金：

新加坡国家研究基金会; 安徽省自然科学基金;

关键词：

STEREOSELECTIVE-SYNTHESIS; EFFICIENT SYNTHESIS; PROPARGYLIC ESTERS; RING EXPANSION; HETEROCYCLES; ALLENES; ALKENES; PHOSPHATYLOXY; DERIVATIVES; ANNULATION;

D O I：

10.1039/d0sc02972f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We present herein an unconventional tandem [3,3]-sigmatropic rearrangement/[2 + 2] cycloaddition of simple dipropargylphosphonates to deliver a range of bicyclic polysubstituted cyclobutenes and cyclobutanes under Ag/Co relay catalysis. An interesting switch from allene-allene to allene-alkyne cycloaddition was observed based on the substitution of the substrates, which further diversified the range of compounds accessible from this practical method. Significantly, preliminary biological screening of these new compounds identified promising candidates as suppressors of cellular proliferation.

引用

页码：12329 / 12335

页数：7

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