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Literature DB >> 19841809

Regioselective copper-catalyzed chlorination and bromination of arenes with O(2) as the oxidant.

Abstract

Electron-rich aromatic C-H bonds undergo regioselective chlorination and bromination in the presence of CuX(2), LiX (X = Cl, Br) and molecular oxygen. Preliminary mechanistic insights suggest that the bromination and chlorination reactions proceed by different pathways.

Entities: Chemical Gene

Year: 2009 PMID： 19841809 DOI： 10.1039/b915487f

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

16 in total

1. Complementary regioselectivity in the Cu(I)-catalyzed diamination of conjugated dienes to form cyclic sulfamides.

Authors: Richard G Cornwall; Baoguo Zhao; Yian Shi
Journal: Org Lett Date: 2010-12-30 Impact factor: 6.005

Review 2. Aerobic copper-catalyzed organic reactions.

Authors: Scott E Allen; Ryan R Walvoord; Rosaura Padilla-Salinas; Marisa C Kozlowski
Journal: Chem Rev Date: 2013-06-20 Impact factor: 60.622

3. Cu(I)-catalyzed diamination of conjugated dienes. Complementary regioselectivity from two distinct mechanistic pathways involving Cu(II) and Cu(III) species.

Authors: Baoguo Zhao; Xingao Peng; Yingguang Zhu; Thomas A Ramirez; Richard G Cornwall; Yian Shi
Journal: J Am Chem Soc Date: 2011-12-02 Impact factor: 15.419

4. Cu(I)-catalyzed regioselective diamination of conjugated dienes via dual mechanistic pathways.

Authors: Baoguo Zhao; Xingao Peng; Sunliang Cui; Yian Shi
Journal: J Am Chem Soc Date: 2010-08-18 Impact factor: 15.419

5. Dichlorination of (hexadehydro-Diels-Alder generated) benzynes and a protocol for interrogating the kinetic order of bimolecular aryne trapping reactions.

Authors: Dawen Niu; Tao Wang; Brian P Woods; Thomas R Hoye
Journal: Org Lett Date: 2013-12-13 Impact factor: 6.005

6. Synthesis and Biological Evaluation of Kibdelone C and Its Simplified Derivatives.

Authors: Janjira Rujirawanich; Soyeon Kim; Ai-Jun Ma; John R Butler; Yizhong Wang; Chao Wang; Michael Rosen; Bruce Posner; Deepak Nijhawan; Joseph M Ready
Journal: J Am Chem Soc Date: 2016-08-09 Impact factor: 15.419

7. Simple catalytic mechanism for the direct coupling of α-carbonyls with functionalized amines: a one-step synthesis of Plavix.

Authors: Ryan W Evans; Jason R Zbieg; Shaolin Zhu; Wei Li; David W C MacMillan
Journal: J Am Chem Soc Date: 2013-10-16 Impact factor: 15.419