PPh3-Assisted Esterification of Acyl Fluorides with Ethers via C(sp3)-O Bond Cleavage Accelerated by TBAT

被引：9

作者：

Wang, Zhenhua ^{[1
]}

Wang, Xiu ^{[1
]}

Nishihara, Yasushi ^{[2
]}

机构：

[1] Okayama Univ, Grad Sch Nat Sci & Technol, Kita Ku, 3-1-1 Tsushimanaka, Okayama 7008530, Japan

[2] Okayama Univ, Res Inst Interdisciplinary Sci, Kita Ku, 3-1-1 Tsushimanaka, Okayama 7008530, Japan

来源：

CATALYSTS | 2019年 / 9卷 / 07期

关键词：

Acyl fluorides; cyclopentyl methyl ether (CPME); tetrabutylammonium difluorotriphenysilicate (TBAT); carbon-oxygen bond cleavage; esterification; ARYL ALKYL ETHERS; METHYL ETHERS; ESTERS; PALLADIUM; IODIDE; DEMETHYLATION; CHLORIDES; SODIUM; COPPER; ACID;

D O I：

10.3390/catal9070574

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

We describe the (triphenylphosphine (PPh3)-assisted methoxylation of acyl fluorides with cyclopentyl methyl ether (CPME) accelerated by tetrabutylammonium difluorotriphenysilicate (TBAT) via regiospecific C-OMe bond cleavage. Easily available CPME is utilized not only as the solvent, but a methoxylating agent in this transformation. The present method is featured by C-O and C-F bond cleavage under metal-free conditions, good functional-group tolerance, and wide substrate scope. Mechanistic studies revealed that the radical process was not involved.

引用

页数：12

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