Yb(OTf)3-Mediated Access to Furans from β-Ketothioamides via Eschenmoser Sulfide Contraction Reaction

被引：32

作者：

Li, Ming ^{[1
]}

Kong, Xiang-Jing ^{[1
]}

Wen, Li-Rong ^{[1
]}

机构：

[1] Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, State Key Lab Base Ecochem Engn, Qingdao 266042, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 80卷 / 24期

基金：

中国国家自然科学基金;

关键词：

FUNCTIONALIZED N; S-KETENE ACETAL; HIGHLY REGIOSELECTIVE SYNTHESIS; ENE-YNE-KETONES; POLYSUBSTITUTED FURANS; SUBSTITUTED FURANS; (2-FURYL)CARBENE COMPLEXES; TETRASUBSTITUTED FURANS; CATALYZED SYNTHESIS; CARBOXYLIC-ACIDS; DERIVATIVES;

D O I：

10.1021/acs.joc.5b01924

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A mild and straightforward synthetic protocol for construction of a Loran skeleton promoted by Yb(OTf)(3) from beta-ketothioamides and arylglyoxals has been developed at room temperature. Importantly, this protocol involves a tandem sequence that includes aldol condensation, N-cyclization, ring opening, O-cyclization, S-cyclization, and Eschenmoser sulfide contraction.

引用

页码：11999 / 12005

页数：7

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