Unprecedented formation of 3-(tetrahydrofuran-2-yl)-4H-chromen-4-one in a reaction between 3,3a-dihydro-9H-furo[3,4-b] chromen-9-one and malononitrile

被引：1

作者：

Liu, Jie-Jie ^{[1
,2
]}

Cheng, Liang ^{[1
,2
,3
]}

Huang, Hong-Yan ^{[1
,2
]}

Wei, Feng ^{[1
,2
]}

Wang, Dong ^{[1
]}

Liu, Li ^{[1
,2
]}

机构：

[1] Chinese Acad Sci, Beijing Natl Lab Mol Sci BNLMS, CAS Key Lab Mol Recognit & Funct, CAS Res Educ Ctr Excellence Mol Sci,Inst Chem, Beijing 100190, Peoples R China

[2] South China Univ Technol, Key Lab Funct Mol Engn Guangdong Prov, Guangzhou 510640, Guangdong, Peoples R China

[3] Univ Chinese Acad Sci, Beijing 100049, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2017年 / 15卷 / 23期

基金：

中国国家自然科学基金; 北京市自然科学基金;

关键词：

DONOR-ACCEPTOR CYCLOPROPANES; HIGHLY DIASTEREOSELECTIVE SYNTHESIS; OPENING-CYCLIZATION DROC; BAYLIS-HILLMAN ALCOHOLS; DIELS-ALDER REACTION; 3+2 CYCLOADDITION; ENANTIOSELECTIVE SYNTHESIS; EFFICIENT CONSTRUCTION; ASYMMETRIC-SYNTHESIS; ACID-DERIVATIVES;

D O I：

10.1039/c7ob00904f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chromone skeletons are widespread among natural products as well as bioactive molecules. Here, we describe an unprecedented reaction of furo[3,4-b] chromen-9-one with malononitrile to afford 3-(tetrahydrofuran-2-yl)-4H-chromen-4-ones. Experimental data suggest that a sequence of Michael/retroMichael/nucleophilic addition is involved in this unprecedented transformation.

引用

页码：5078 / 5088

页数：11

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