Bismuth compounds in organic synthesis. Synthesis of resorcinarenes using bismuth triflate

被引：27

作者：

Peterson, KE ^{[1
]}

Smith, RC ^{[1
]}

Mohan, RS ^{[1
]}

机构：

[1] Illinois Wesleyan Univ, Dept Chem, Lab Environm Friendly Organ Synth, Bloomington, IL 61701 USA

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 42期

基金：

美国国家科学基金会;

关键词：

bismuth and compounds; resorcinarenes; Lewis acids; environment-friendly catalysts;

D O I：

10.1016/j.tetlet.2003.08.093

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Bismuth triflate (5 mol%) smoothly catalyzes the condensation of aromatic and aliphatic aldehydes with resorcinol to give tetrameric cyclic products, resorcinarenes. With benzaldehyde, the product is obtained as a mixture of two diastereomers and the ratio of the diastereomers depends on reaction time. On the other hand, a single diastereomer is obtained with aliphatic aldehydes. The low toxicity and ease of handling of bismuth compounds coupled with fast reaction times make this method an attractive alternative to the existing methods for resorcinarene formation. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：7723 / 7725

页数：3

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