Palladium(II)/N-Heterocyclic Carbene-Catalyzed Direct C-H Acylation of Heteroarenes with N-Acylsaccharins

被引：41

作者：

Karthik, Shanmugam ^{[1
]}

Gandhi, Thirumanavelan ^{[1
]}

机构：

[1] VIT Univ, Sch Adv Sci, Dept Chem, Vellore 632014, Tamil Nadu, India

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 19期

关键词：

AMIDES; FUNCTIONALIZATION; CLEAVAGE; PD; BENZOTHIAZOLE; BENZOXAZOLE; ACTIVATION; OXAZOLES; THIAZOLES; KETONES;

D O I：

10.1021/acs.orglett.7b02877

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-Acylsaccharin represents a facile acyl group transfer agent to heteroarenes in the presence of Pd(II)/NHC complexes appended with a pyrene unit. Catalytic acylation of heteroarenes was enhanced by the noncovalent interaction between the pyrene unit and substrates. High functional group tolerance, broad substrate scope, and moderate to good yields of 2-acylated azoles are added features of this method.

引用

页码：5486 / 5489

页数：4

共 50 条

[1] Palladium(ii)/N-heterocyclic carbene (NHC) catalyzed direct C-H arylation of heteroarenes with different aryl bromides and chlorides
Bensalah, Donia
Mansour, Lamjed
Sauthier, Mathieu
Gurbuz, Nevin
Ozdemir, Ismail
Koko, Waleed S.
Gatri, Rafik
Hamdi, Naceur
NEW JOURNAL OF CHEMISTRY, 2023, 47 (44) : 20435 - 20455
[2] Rhodium-catalyzed C-H functionalization with N-acylsaccharins
Wu, Hongxiang
Liu, Tingting
Cui, Ming
Li, Yue
Jian, Junsheng
Wang, Hui
Zeng, Zhuo
ORGANIC & BIOMOLECULAR CHEMISTRY, 2017, 15 (03) : 536 - 540
[3] Iridium/N-heterocyclic carbene-catalyzed C-H borylation of arenes by diisopropylaminoborane
Tobisu, Mamoru
Igarashi, Takuya
Chatani, Naoto
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2016, 12 : 654 - 661
[4] Palladium N-Heterocyclic Carbene-Catalyzed Aminations: An Outline
Umabharathi, S. B.
Neetha, Mohan
Anilkumar, Gopinathan
TOPICS IN CURRENT CHEMISTRY, 2024, 382 (01)
[5] Palladium N-Heterocyclic Carbene-Catalyzed Aminations: An Outline
S. B. Umabharathi
Mohan Neetha
Gopinathan Anilkumar
Topics in Current Chemistry, 2024, 382
[6] N-Heterocyclic carbene-catalyzed double acylation of enones with benzils
Takaki, Ken
Ohno, Akira
Hino, Makoto
Shitaoka, Takashi
Komeyama, Kimihiro
Yoshida, Hiroto
CHEMICAL COMMUNICATIONS, 2014, 50 (82) : 12285 - 12288
[7] Well-Defined Palladium N-Heterocyclic Carbene Complexes: Direct C-H Bond Arylation of Heteroarenes
Kumar, Anuj
Kumar, Manoj
Verma, Akhilesh K.
JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (21): : 13983 - 13996
[8] N-Heterocyclic carbene-catalyzed remote C(sp3)-H acylation of amides
Xu, Huiwei
Mo, Jia-Nan
Liu, Wen -Deng
Zhao, Jiannan
TETRAHEDRON LETTERS, 2023, 121
[9] Palladium hetero-di(N-heterocyclic carbene) complexes and their catalytic activities in direct C-H arylation of heteroarenes
Ghatak, Kausani
Huynh, Han Vinh
APPLIED ORGANOMETALLIC CHEMISTRY, 2024, 38 (10)
[10] N-Heterocyclic carbene-catalyzed oxidations
Maki, Brooks E.
Chan, Audrey
Phillips, Eric M.
Scheidt, Karl A.
TETRAHEDRON, 2009, 65 (16) : 3102 - 3109

← 1 2 3 4 5 →