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
收藏
页码：5078 / 5088
页数：11
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