One-Pot Synthesis of Benzoazole-Substituted Thioenamines via a Cross Dehydrogenation Coupling (CDC) Reaction

被引：14

作者：

Wu, Yue-Xiao ^{[1
]}

Huang, Ming-Hui ^{[1
]}

Peng, Kang ^{[1
]}

Shi, Zhen ^{[2
]}

Hao, Er-jun ^{[3
]}

Dong, Zhi-Bing ^{[1
,2
,3
,4
,5
]}

机构：

[1] Wuhan Inst Technol, Sch Chem & Environm Engn, Wuhan 430205, Peoples R China

[2] Hubei Minzu Univ, Hubei Key Lab Biol Resources Protect & Utilizat, Enshi 445000, Peoples R China

[3] Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Henan, Peoples R China

[4] Wuhan Inst Technol, Key Lab Green Chem Proc, Minist Educ, Wuhan 430205, Peoples R China

[5] Wuhan Inst Technol, Hubei Key Lab Novel Reactor & Green Chem Technol, Wuhan 430205, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 05期

关键词：

CATALYZED REGIOSELECTIVE SULFENYLATION; BOND FORMATION; INDOLES; CYCLIZATION; SULFUR; THIOLS;

D O I：

10.1021/acs.joc.1c02353

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An iodine-catalyzed synthesis of benzoazole-substituted thioenamines in a one-pot manner was reported. Using 2-aminothiophenols (or 2-aminophenols or 1,2-phenylenediamines), tetramethylthiuram disulfide (TMTD), and enamines (mainly indoles) as starting materials, the target C(sp(2))-S formation products (benzoazole-substituted thioenamines) could be furnished smoothly in good yields. The reaction might proceed through an electrophilic substitution pathway in a cross dehydrogenation coupling (CDC) manner. The protocol is metal-free and features easy performance, a one-pot manner, a good functional group tolerance, and good yields.

引用

页码：2446 / 2455

页数：10

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