Palladium-catalyzed direct C-H thiolation of 2-pyridyl sulfoxide with disulfides

被引：3

作者：

Yadav, Mamta ^{[1
]}

Sarma, Bibek ^{[1
]}

Jat, Ram Singh ^{[1
]}

Bhanuchandra, M. ^{[1
]}

机构：

[1] Cent Univ Rajasthan, Sch Chem Sci & Pharm, Dept Chem, Bandarsindri 305817, Rajasthan, India

来源：

NEW JOURNAL OF CHEMISTRY | 2022年 / 46卷 / 28期

关键词：

AMMONIUM-NITRATE; BOND FORMATION; CHALCOGENATION; FUNCTIONALIZATION; SULFENYLATION; COORDINATION; RUTHENIUM(I); COMPLEXES; CHEMISTRY; ARYLATION;

D O I：

10.1039/d2nj01977a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Palladium-catalyzed C-H thiolation of aryl 2-pyridyl sulfoxide with diaryl disulfides has been achieved. The reaction proceeds selectively at the ortho-position of masked thiophenol. The directing group 2-pyridyl sulfoxide can be further converted to various sulfur functionalities through conventional reduction/oxidation processes. Kinetic isotopic studies and radical quenching experiments were performed to understand the reaction mechanism.

引用

页码：13401 / 13405

页数：5

共 50 条

[31] Efficient Palladium-Catalyzed Direct C-H Phenylselenylation of (Hetero)Arenes in Water
Jin, Weiwei
Zheng, Poonnapa
Wong, Wing-Tak
Law, Ga-Lai
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 4 (09) : 875 - 878
[32] Palladium-Catalyzed Direct C-H Arylation of Isoxazoles at the 5-Position
Shigenobu, Masashi
Takenaka, Kazuhiro
Sasai, Hiroaki
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (33) : 9572 - 9576
[33] Palladium-catalyzed Direct C-H Bond Arylation of Simple Arenes with Aryltrimethylsilanes
Funaki, Kenji
Kawai, Hiroshi
Sato, Tetsuo
Oi, Shuichi
CHEMISTRY LETTERS, 2011, 40 (09) : 1050 - 1052
[34] Palladium-catalyzed direct sulfonylation of C-H bonds with the insertion of sulfur dioxide
Xia, Hongguang
An, Yuanyuan
Zeng, Xincheng
Wu, Jie
CHEMICAL COMMUNICATIONS, 2017, 53 (93) : 12548 - 12551
[35] Palladium-Catalyzed Direct C-H Arylation of 3-(Methylsulfinyl)thiophenes
Jiang, Hui
Bellomo, Ana
Zhang, Mengnan
Carroll, Patrick J.
Manor, Brian C.
Jia, Tiezheng
Walsh, Patrick J.
ORGANIC LETTERS, 2018, 20 (09) : 2522 - 2525
[36] Palladium-Catalyzed Direct C-H Arylation of Cyclic Enaminones with Aryl Iodides
Yu, Yi-Yun
Bi, Lei
Georg, Gunda I.
JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (12): : 6163 - 6169
[37] Palladium-catalyzed direct C-H arylation of unactivated arenes with aryl Halides
Hong, WenKun
Qiu, Yatao
Yao, Zhiyi
Wang, Zhaoyang
Jiang, Sheng
TETRAHEDRON LETTERS, 2011, 52 (38) : 4916 - 4919
[38] Palladium-Catalyzed Direct Ortho C-H Arylation of 2-Arylpyridine Derivatives with Aryltrimethoxysilane
Li, Wu
Yin, Zhangwei
Jiang, Xiaoqing
Sun, Peipei
JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (20): : 8543 - 8548
[39] Palladium-catalyzed enantioselective C-H functionalization via C-H palladation
Zhan, Bei-Bei
Jin, Liang
Shi, Bing-Feng
TRENDS IN CHEMISTRY, 2022, 4 (03): : 220 - 235
[40] N-Bromosuccinimide Promoted Direct Thiolation of Imidazoheteroaryl C-H bonds with Disulfides
Maddi, Raghavender Reddy
Shirsat, Prashishkumar K.
Kumar, Santosh
Meshram, H. M.
CHEMISTRYSELECT, 2017, 2 (04): : 1544 - 1547

← 1 2 3 4 5 →