Transition metal-free and regioselective alkenyl C-S cross-coupling reaction of alkenylsulfonium salts

被引：9

作者：

Wang, Qiang ^{[1
]}

Wu, Shuaijie ^{[1
]}

Wang, Yi-Dong ^{[1
]}

Sun, Jing ^{[1
]}

Han, Ying ^{[1
]}

Yan, Chao-Guo ^{[1
]}

Wang, Lei ^{[1
]}

机构：

[1] Yangzhou Univ, Sch Chem & Chem Engn, Yangzhou 225002, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2023年 / 10卷 / 12期

基金：

中国国家自然科学基金;

关键词：

PALLADIUM-CATALYZED ARYLATION; ADDITION-CYCLIZATION REACTIONS; VINYL SULFONIUM SALTS; ARYL SULFENATE ANIONS; ENANTIOSELECTIVE ARYLATION; ASYMMETRIC-SYNTHESIS; SULFOXIDES; DERIVATIVES; ALKYLATION; EFFICIENT;

D O I：

10.1039/d3qo00507k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein, we report a novel and highly efficient strategy for the construction of alkenyl sulfoxides via transition metal-free C-S cross-coupling of sulfenate anions with alkenylsulfonium salts. This procedure features the capture of in situ generated sulfenate anions from beta-sulfinyl esters under mild conditions, which provides an efficient strategy for the synthesis of diverse alkenyl sulfoxides in moderate to good yields.

引用

页码：2907 / 2912

页数：6

共 50 条

[41] Dimethyl Sulfoxide/Potassium Hydroxide: A Superbase for the Transition Metal-Free Preparation of Cross-Coupling Products
Yuan, Yu
Thome, Isabelle
Kim, Seok Hwan
Chen, Duanteng
Beyer, Astrid
Bonnamour, Julien
Zuidema, Erik
Chang, Sukbok
Bolm, Carsten
ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (17) : 2892 - 2898
[42] A walk around the decarboxylative C-S cross-coupling reactions
Hosseinian, Akram
Nezhad, Parvaneh Delir Kheirollahi
Ahmadi, Sheida
Rahmani, Zahra
Monfared, Aazam
JOURNAL OF SULFUR CHEMISTRY, 2019, 40 (01) : 88 - 112
[43] Efficient and Regioselective Synthesis of Phenothiazine via Ferric Citrate Catalyzed C-S/C-N Cross-Coupling
Das, Tonmoy Chitta
Quadri, Syed Aziz Imam
Farooqui, Mazahar
LETTERS IN ORGANIC CHEMISTRY, 2019, 16 (01) : 16 - 24
[44] Recyclable, Bifunctional Metallaphotocatalysts for C-S Cross-Coupling Reactions
Reischauer, Susanne
Pieber, Bartholomaus
CHEMPHOTOCHEM, 2021, 5 (08) : 716 - 720
[45] Sulfides Synthesis: Nanocatalysts in C-S Cross-Coupling Reactions
Shiri, Lotfi
Ghorbani-Choghamarani, Arash
Kazemi, Mosstafa
AUSTRALIAN JOURNAL OF CHEMISTRY, 2016, 69 (06) : 585 - 600
[46] Palladacycle-Catalyzed Olefinic C-P Cross-Coupling of Alkenylsulfonium Salts with Diarylphosphines to Access Alkenylphosphines
Zhu, Jie
Ye, Yun
Huang, Yinhua
ORGANOMETALLICS, 2022, 41 (16) : 2342 - 2348
[47] Transition Metal-Free Cross-Dehydrogenative Coupling Reaction of Coumarins with Acetonitrile or Acetone
Zhang, Rongxing
Jin, Shengzhou
Liu, Qian
Lin, Sen
Yan, Zhaohua
JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (21): : 13030 - 13035
[48] Transition-Metal-Free Regioselective Cross-Coupling: Controlled Synthesis of Mono- or Dithiolation Indolizines
Li, Bin
Chen, Zhiyu
Cao, Hua
Zhao, Hong
ORGANIC LETTERS, 2018, 20 (11) : 3291 - 3295
[49] Visible-Light-Promoted C-S Cross-Coupling Reaction for Synthesis of Aromatic Thioethers
Lan, Yingjun
Xu, Junhua
Lim, Chern-Hooi
Miyake, Garret M.
Liu, Bin
ORGANIC SYNTHESES, 2023, 100 : 234 - +
[50] Transition Metal-Free Oxidative Cross-Coupling C(sp2)-C(sp3) Bond Formation: Regioselective C-3 Alkylation of Coumarins with Tertiary Amines
Dian, Longyang
Zhang-Negrerie, Daisy
Du, Yunfei
ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (18) : 3090 - 3094

← 1 2 3 4 5 →