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
收藏
页码：11884 / 11890
页数：7
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