Rhodium-catalyzed Direct Coupling of Benzothioamides with Alkenes and Alkynes through Directed C-H Bond Cleavage

被引：57

作者：

Yokoyama, Yuki ^{[1
]}

Unoh, Yuto ^{[1
,2
]}

Bohmann, Rebekka Anna ^{[1
,3
]}

Satoh, Tetsuya ^{[1
,2
,4
]}

Hirano, Koji ^{[1
]}

Bolm, Carsten ^{[3
]}

Miura, Masahiro ^{[1
]}

机构：

[1] Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan

[2] ACT C, JST, Kawaguchi, Saitama 3320012, Japan

[3] Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany

[4] Osaka City Univ, Grad Sch Sci, Dept Chem, Sumiyoshi Ku, Osaka 5588585, Japan

来源：

CHEMISTRY LETTERS | 2015年 / 44卷 / 08期

关键词：

OXIDATIVE ANNULATION; DIRECT ARYLATION; ALKENYLATION; SULFOXIDES; SULFOXIMINES; ACTIVATION; THIOETHERS; FUNCTIONALIZATIONS; OLEFINATION; INHIBITORS;

D O I：

10.1246/cl.150444

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Rhodium-catalyzed direct coupling of benzothioamides with alkenes proceeds smoothly involving ortho-C-H bond cleavage. The thioamides also couple with alkynes under similar conditions accompanied by desulfurization and C-N bond cleavage to produce indenone derivatives.

引用

页码：1104 / 1106

页数：3

共 50 条

[41] Rhodium-Catalyzed Decarboxylative and Dehydrogenative Coupling of Maleic Acids with Alkynes and Alkenes
Itoh, Masaki
Shimizu, Masaki
Hirano, Koji
Satoh, Tetsuya
Miura, Masahiro
JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (22): : 11427 - 11432
[42] Rhodium-Catalyzed Cyanation of C(sp2)-H Bond of Alkenes
Chaitanya, Manthena
Anbarasan, Pazhamalai
ORGANIC LETTERS, 2015, 17 (15) : 3766 - 3769
[43] Rhodium-catalyzed direct C-H bond arylation of functionalized (NH)-free indoles and pyrroles
Wang, Xiang
Lane, Benjamin
Sames, Dalibor
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 230 : U3174 - U3176
[44] Rhodium-catalyzed direct C-H addition of 4,4-dimethyl-2-oxazoline to alkenes
Wiedemann, SH
Bergman, RG
Eman, JA
ORGANIC LETTERS, 2004, 6 (10) : 1685 - 1687
[45] Oxidative ortho-alkenylation of arylphosphine oxides by rhodium-catalyzed C-H bond twofold cleavage
Mo, Juntae
Lim, Sujin
Park, Sangjune
Ryu, Taekyu
Kim, Sanghyuck
Lee, Phil Ho
RSC ADVANCES, 2013, 3 (40) : 18296 - 18299
[46] Rhodium-Catalyzed Cyclocarbonylation of Ketimines via C-H Bond Activation
Gao, Bao
Liu, Song
Lan, Yu
Huang, Hanmin
ORGANOMETALLICS, 2016, 35 (10) : 1480 - 1487
[47] Divergent rhodium-catalyzed electrochemical vinylic C-H annulation of acrylamides with alkynes
Xing, Yi-Kang
Chen, Xin-Ran
Yang, Qi-Liang
Zhang, Shuo-Qing
Guo, Hai-Ming
Hong, Xin
Mei, Tian-Sheng
NATURE COMMUNICATIONS, 2021, 12 (01)
[48] Arylation of heterocycles via rhodium-catalyzed C-H bond functionalization
Lewis, JC
Wiedemann, SH
Bergman, RG
Ellman, JA
ORGANIC LETTERS, 2004, 6 (01) : 35 - 38
[49] Rhodium-Catalyzed Allylic C-H Functionalization of Unactivated Alkenes with ?-Diazocarbonyl Compounds
Sihag, Pinki
Chakraborty, Trisha
Jeganmohan, Masilamani
ORGANIC LETTERS, 2023, : 1257 - 1262
[50] Rhodium-Catalyzed C-H Bond Functionalization with Amides by Double C-H/C-N Bond Activation
Meng, Guangrong
Szostak, Michal
ORGANIC LETTERS, 2016, 18 (04) : 796 - 799

← 1 2 3 4 5 →