通过钯催化亚磺酸盐阴离子的芳基化反应制备芳基亚砜

Aryl sulfoxides via palladium-catalyzed arylation of sulfenate anions.

作者信息

Maitro Guillaume, Vogel Sophie, Prestat Guillaume, Madec David, Poli Giovanni

机构信息

Université Pierre et Marie Curie-Paris 6, Laboratoire de Chimie Organique (UMR CNRS 7611), Institut de Chimie Moléculaire (FR 2769), Case 183, 4 Place Jussieu, F-75252, Paris Cedex 05, France.

出版信息

Org Lett. 2006 Dec 21;8(26):5951-4. doi: 10.1021/ol062315a.

DOI:10.1021/ol062315a

PMID:17165902

Abstract

[Structure: see text] Palladium-catalyzed arylation of sulfenate anions generated from beta-sulfinyl esters can take place under biphasic conditions. This hitherto unknown reaction provides a simple, mild, and efficient route to aryl sulfoxides in good yields. The development of a new pseudo-domino type I procedure involving a sulfinylation followed by a Mirozoki-Heck coupling is also described.

摘要

[结构：见正文] 钯催化由β-亚磺酰基酯生成的亚磺酸根阴离子的芳基化反应可在双相条件下进行。这一迄今未知的反应为以良好产率制备芳基亚砜提供了一条简单、温和且高效的途径。还描述了一种新的伪多米诺I型反应过程的开发，该过程涉及亚磺酰化反应，随后是宫地-赫克偶联反应。