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Literature DB >> 17536815

A mild Cu(I)-catalyzed regioselective diamination of conjugated dienes.

Weicheng Yuan¹, Haifeng Du, Baoguo Zhao, Yian Shi.

Abstract

This paper describes a novel diamination process that uses CuCl as catalyst and di-tert-butyldiaziridinone as nitrogen source. A wide variety of conjugated dienes and a triene can be effectively diaminated in good yields with generally high regioselectivity under mild reaction conditions.

Entities: Chemical

Year: 2007 PMID： 17536815 DOI： 10.1021/ol071105a

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

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Cited

25 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

2. A palladium-catalyzed dehydrogenative diamination of terminal olefins.

Authors: Bin Wang; Haifeng Du; Yian Shi
Journal: Angew Chem Int Ed Engl Date: 2008 Impact factor: 15.336

3. Copper-Catalyzed 1,2-Amino Oxygenation of 1,3-Dienes: A Chemo-, Regio-, and Site-Selective Three-Component Reaction with O-Acylhydroxylamines and Carboxylic Acids.

Authors: Brett N Hemric; Andy W Chen; Qiu Wang
Journal: ACS Catal Date: 2019-09-24 Impact factor: 13.084

4. An effective C-C double bond formation via Cu(I)-catalyzed dehydrogenation.

Authors: Thomas A Ramirez; Baoguo Zhao; Yian Shi
Journal: Tetrahedron Lett Date: 2010-04-07 Impact factor: 2.415

Review 5. Cross-Coupling of Heteroatomic Electrophiles.

Authors: Katerina M Korch; Donald A Watson
Journal: Chem Rev Date: 2019-06-11 Impact factor: 60.622

6. Facile Cu(I)-catalyzed oxidative coupling of anilines to azo compounds and hydrazines with diaziridinone under mild conditions.

Authors: Yingguang Zhu; Yian Shi
Journal: Org Lett Date: 2013-04-01 Impact factor: 6.005

A mild Cu(I)-catalyzed regioselective diamination of conjugated dienes.

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

2. A palladium-catalyzed dehydrogenative diamination of terminal olefins.

3. Copper-Catalyzed 1,2-Amino Oxygenation of 1,3-Dienes: A Chemo-, Regio-, and Site-Selective Three-Component Reaction with O-Acylhydroxylamines and Carboxylic Acids.

4. An effective C-C double bond formation via Cu(I)-catalyzed dehydrogenation.

Review 5. Cross-Coupling of Heteroatomic Electrophiles.

6. Facile Cu(I)-catalyzed oxidative coupling of anilines to azo compounds and hydrazines with diaziridinone under mild conditions.

7. Methods for direct alkene diamination, new & old.

8. Cu(I)-catalyzed asymmetric diamination of conjugated dienes.

9. Cu(I)-catalyzed C-H alpha-amination of aryl ketones: direct synthesis of imidazolinones.

10. Cu(I)-catalyzed diamination of disubstituted terminal olefins: an approach to potent NK1 antagonist.