Literature DB >> 15643860

Stille cross-couplings of unactivated secondary alkyl halides using monoorganotin reagents.

David A Powell1, Toshihide Maki, Gregory C Fu.   

Abstract

The first catalyst that achieves Stille cross-couplings of secondary (as well as primary) alkyl halides has been developed. The method employs easily handled and inexpensive catalyst components (NiCl2 and 2,2'-bipyridine) and, through the use of monoorganotin reagents, avoids the formation of toxic and difficult-to-remove triorganotin side products.

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Year:  2005        PMID： 15643860     DOI： 10.1021/ja0436300

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  27 in total

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4.  Mechanistic Study of an Improved Ni Precatalyst for Suzuki-Miyaura Reactions of Aryl Sulfamates: Understanding the Role of Ni(I) Species.

Authors:  Megan Mohadjer Beromi; Ainara Nova; David Balcells; Ann M Brasacchio; Gary W Brudvig; Louise M Guard; Nilay Hazari; David J Vinyard
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5.  Highly diastereoselective Csp₃-Csp₂ Negishi cross-coupling with 1,2-, 1,3- and 1,4-substituted cycloalkylzinc compounds.

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6.  Catalytic asymmetric synthesis of secondary nitriles via stereoconvergent Negishi arylations and alkenylations of racemic α-bromonitriles.

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Journal:  J Am Chem Soc       Date:  2012-05-21       Impact factor: 15.419

7.  Catalytic Radical Domino Reactions in Organic Synthesis.

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Journal:  ACS Catal       Date:  2014-02-07       Impact factor: 13.084

8.  Organozinc Chemistry Enabled by Micellar Catalysis. Palladium-Catalyzed Cross-Couplings between Alkyl and Aryl Bromides in Water at Room Temperature.

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Journal:  Organometallics       Date:  2011-11-21       Impact factor: 3.876

9.  Efficient cross-coupling of secondary alkyltrifluoroborates with aryl chlorides--reaction discovery using parallel microscale experimentation.

Authors:  Spencer D Dreher; Peter G Dormer; Deidre L Sandrock; Gary A Molander
Journal:  J Am Chem Soc       Date:  2008-06-27       Impact factor: 15.419

10.  Nickel-catalyzed Suzuki-Miyaura couplings in green solvents.

Authors:  Stephen D Ramgren; Liana Hie; Yuxuan Ye; Neil K Garg
Journal:  Org Lett       Date:  2013-07-23       Impact factor: 6.005
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