Carbon-Phosphorus Bond Formation on Anilines Mediated by a Hypervalent Iodine Reagent

被引：21

作者：

Deruer, Elsa ^{[1
]}

Coulibali, Siomenan ^{[1
]}

Boukercha, Saad ^{[1
]}

Canesi, Sylvain ^{[1
]}

机构：

[1] Univ Quebec Montreal, Lab Methodol & Synth Prod Nat, CP 8888,Succ Ctr Ville, Montreal, PQ H3C 3P8, Canada

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 82卷 / 22期

基金：

加拿大创新基金会; 加拿大自然科学与工程研究理事会;

关键词：

CATALYZED DOMINO REACTION; N-ARYL; TETRAARYLPHOSPHONIUM SALTS; DEAROMATIZATION STRATEGY; ARYLATION; CONSTRUCTION; DERIVATIVES; 2-ALKYNYLANILINES; SULFONANILIDES; REARRANGEMENT;

D O I：

10.1021/acs.joc.7b01595

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Substituted anilines containing a sulfonyl group may be oxidized in situ in the presence of methanol and a hypervalent iodine reagent to form an active iminium species. Subsequent addition of phosphines or phosphites in the same pot produces meta-substituted anilines in good yields. This formal C-H bond functionalization is a direct and efficient means of selectively substituting the meta-position of anilines to produce aromatic phosphonium ions or phosphonates.

引用

页码：11884 / 11890

页数：7

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