Cascade One-Pot Synthesis of Indanone-Fused Cyclopentanes from the Reaction of Donor-Acceptor Cyclopropanes and Enynals via a Sequential Hydrolysis/Knoevenagel Condensation/[3+2] Cycloaddition

被引:26
|
作者
Zhang, Jiantao [1 ]
Jiang, Huanfeng [1 ]
Zhu, Shifa [1 ,2 ]
机构
[1] South China Univ Technol, Sch Chem & Chem Engn, Key Lab Funct Mol Engn Guangdong Prov, Guangzhou 510640, Guangdong, Peoples R China
[2] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
关键词
cascade reaction; cycloaddition; cyclopentanes; donor-acceptor cyclopropanes; enynals; QUINODIMETHANES O-QDMS; DIELS-ALDER REACTIONS; LEWIS-ACID; ENANTIOSELECTIVE SYNTHESIS; CROSS-CYCLOADDITION; VINYL CYCLOPROPANES; CATALYZED REACTIONS; ALKENES GENERATION; NONDIAZO APPROACH; ORGANIC-SYNTHESIS;
D O I
10.1002/adsc.201700345
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A cascade reaction of donor-acceptor cyclopropanes with enynals to construct indanone-fused cyclopentanes via a sequential hydrolysis/Knoevenagel condensation/[3+2] cycloaddition is reported. The desired indanone-fused cyclopentanes were obtained in good yields. This method features mild reaction conditions and broad substrate scope, which render it very appealing to chemists for the synthesis of complex molecules containing an indanone-fused cyclopentane moiety. Moreover, the products could be further converted into compounds with different functional groups through the well-known transformations.
引用
收藏
页码:2924 / 2930
页数:7
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