Literature DB >> 24670076

Direct C-H bond arylation of (benzo)oxazoles with aryl chlorides catalyzed by N-heterocyclic carbene-palladium(II)-1-methylimidazole complex.

Xiao-Bao Shen1, Yun Zhang, Wen-Xin Chen, Zheng-Kang Xiao, Ting-Ting Hu, Li-Xiong Shao.   

Abstract

The direct C-H bond arylation of (benzo)oxazoles with aryl chlorides was achieved catalyzed by a well-defined NHC-Pd(II)-Im complex. Under the optimal conditions, various aryl chlorides were successfully applied as the arylating reagents to achieve the 2-aryl (benzo)oxazoles in acceptable to high yields, providing a convenient and alternative method for the direct C-H bond arylation of (benzo)oxazoles and enriching the chemistry of the NHC-Pd(II) complex in organic synthesis.

Entities:  

Mesh:

Substances:

Year:  2014        PMID: 24670076     DOI: 10.1021/ol500531m

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  8 in total

Review 1.  N-Heterocyclic Carbene Complexes in C-H Activation Reactions.

Authors:  Qun Zhao; Guangrong Meng; Steven P Nolan; Michal Szostak
Journal:  Chem Rev       Date:  2020-01-22       Impact factor: 60.622

2.  Nickel-Catalyzed C-H Arylation of Benzoxazoles and Oxazoles: Benchmarking the Influence of Electronic, Steric and Leaving Group Variations in Phenolic Electrophiles.

Authors:  Deborah F Steinberg; Morgan C Turk; Dipannita Kalyani
Journal:  Tetrahedron       Date:  2017-02-14       Impact factor: 2.457

3.  N-Heterocyclic Carbene Ligand-Enabled C(sp(3))-H Arylation of Piperidine and Tetrahydropyran Derivatives.

Authors:  Shengqing Ye; Weibo Yang; Timothy Coon; Dewey Fanning; Tim Neubert; Dean Stamos; Jin-Quan Yu
Journal:  Chemistry       Date:  2016-02-24       Impact factor: 5.236

4.  Room-temperature palladium-catalyzed direct 2-arylation of benzoxazoles with aryl and heteroaryl bromides.

Authors:  Feng Gao; Byeong-Seon Kim; Patrick J Walsh
Journal:  Chem Commun (Camb)       Date:  2014-07-31       Impact factor: 6.222

5.  Copper-catalyzed Direct 2-Arylation of Benzoxazoles and Benzoimidazoles with Aryl Bromides and Cytotoxicity of Products.

Authors:  Nan-Nan Jia; Xin-Chuan Tian; Xiao-Xia Qu; Xing-Xiu Chen; Ya-Nan Cao; Yun-Xin Yao; Feng Gao; Xian-Li Zhou
Journal:  Sci Rep       Date:  2017-03-03       Impact factor: 4.379

6.  Deep eutectic solvent-catalyzed arylation of benzoxazoles with aromatic aldehydes.

Authors:  Phuong Hoang Tran; Anh-Hung Thi Hang
Journal:  RSC Adv       Date:  2018-03-20       Impact factor: 4.036

7.  Phosphonium acidic ionic liquid: an efficient and recyclable homogeneous catalyst for the synthesis of 2-arylbenzoxazoles, 2-arylbenzimidazoles, and 2-arylbenzothiazoles.

Authors:  Quang The Nguyen; Anh-Hung Thi Hang; Thuy-Linh Ho Nguyen; Duy-Khiem Nguyen Chau; Phuong Hoang Tran
Journal:  RSC Adv       Date:  2018-03-27       Impact factor: 3.361

8.  Gold-catalyzed tandem reactions of amide-aldehyde-alkyne coupling and cyclization-synthesis of 2,4,5-trisubstituted oxazoles.

Authors:  Pierre Querard; Simon A Girard; Nick Uhlig; Chao-Jun Li
Journal:  Chem Sci       Date:  2015-10-06       Impact factor: 9.825

  8 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.