Iodine-Catalyzed Three-Component Reaction: A Rapid Synthesis of α-Alkoxy Azides and Homoallyl Ethers

被引：2

作者：

Yadav, Jhillu S. ^{[1
]}

Reddy, Basi V. Subba ^{[1
]}

Reddy, Ganapuram Madhusudhan ^{[1
]}

Narender, Ravirala ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India

来源：

SYNTHESIS-STUTTGART | 2009年 / 06期

关键词：

three-component reaction; molecular iodine; alpha-alkoxy azides; homoallylic ethers; ONE-POT SYNTHESIS; MOLECULAR-IODINE; ORGANOSILICON COMPOUNDS; CARBONYL-COMPOUNDS; DIASTEREOSELECTIVE ADDITION; TRIMETHYLSILYL CYANIDE; DIPHENYLBORYL TRIFLATE; ASYMMETRIC ALLYLATION; EFFICIENT SYNTHESIS; FACILE SYNTHESIS;

D O I：

10.1055/s-0028-1087802

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Iodine is found to be an efficient catalyst for the three-component coupling of aldehydes, alcohols, and TMSN3 under mild and neutral conditions to provide alpha-alkoxy azides in good yields and with high selectivity. Allyltrimethylsilane also reacts rapidly with aldehydes in the presence of alcohols to produce homoallyl ethers under similar conditions. The use of iodine makes this procedure simple, convenient and cost-effective.

引用

页码：963 / 968

页数：6

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