Furans to Benzofurans: Intramolecular Cross-Benzoin Reactions Catalysed by N-Heterocyclic Carbenes

被引：4

作者：

Shirke, Rajendra P. ^{[1
]}

Reddy, Virsinha ^{[1
]}

Anand, R. Vijaya ^{[1
]}

Ramasastry, S. S. V. ^{[1
]}

机构：

[1] Indian Inst Sci Educ & Res IISER Mohali, Dept Chem Sci, Sect 81, Manuali PO, Sas Nagar 140306, Punjab, India

来源：

SYNTHESIS-STUTTGART | 2016年 / 48卷 / 12期

关键词：

furans; N-heterocyclic carbenes; annulation; benzoin condensation; organocatalysis; BOND-FORMING REACTIONS; TRIAZOLIUM SALTS; AROMATIC-ALDEHYDES; NATURAL-PRODUCTS; NHC CATALYSIS; DERIVATIVES; ACYL; CYCLIZATION; FUROTROPONES; PHENOLS;

D O I：

10.1055/s-0035-1560432

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first synthesis of dihydrobenzofuranones and benzofurans based on an intramolecular cross-benzoin reaction has been reported. Commercially available 3-furan carboxaldehydes are readily -alkylated to furnish 3-formyl-2-furylcarbinols, which are further elaborated to the synthesis of benzofurans in good yields through sequential bismuth(III) chloride catalysed furfurylation and a novel NHC-promoted intramolecular cross-benzoin condensation reaction.

引用

页码：1865 / 1871

页数：7

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