Literature DB >> 17109547

Suzuki-Miyaura cross-coupling reactions of benzyl halides with potassium aryltrifluoroborates.

Gary A Molander1, Maxwell D Elia.   

Abstract

[reaction: see text] The palladium-catalyzed cross-coupling of potassium aryltrifluoroborates with benzylic halides occurs in good yield with high functional group tolerance. The increased stability of potassium aryltrifluoroborates compared to other boron coupling partners makes this an effective route to functionalized methylene-linked biaryl systems.

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Year:  2006        PMID： 17109547      PMCID： PMC2515367          DOI： 10.1021/jo061699f

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  18 in total

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7.  Copper-mediated cross-coupling of functionalized arylmagnesium reagents with functionalized alkyl and benzylic halides.

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8.  Palladium-catalyzed cross-coupling of B-benzyl-9-borabicyclo[3.3.1]nonane to furnish methylene-linked biaryls.

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  20 in total

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2.  Suzuki coupling of potassium cyclopropyl- and alkoxymethyltrifluoroborates with benzyl chlorides.

Authors:  Virginie Colombel; Frederik Rombouts; Daniel Oehlrich; Gary A Molander
Journal:  J Org Chem       Date:  2012-03-06       Impact factor: 4.354

3.  Retention or inversion in stereospecific nickel-catalyzed cross-coupling of benzylic carbamates with arylboronic esters: control of absolute stereochemistry with an achiral catalyst.

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6.  Nickel-catalyzed cross-couplings of benzylic pivalates with arylboroxines: stereospecific formation of diarylalkanes and triarylmethanes.

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7.  Diarylmethanes through an Unprecedented Palladium-Catalyzed C-C Cross-Coupling of 1-(Aryl)methoxy-1 H-Benzotriazoles with Arylboronic Acids.

Authors:  Manish K Singh; Mahesh K Lakshman
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8.  Organotrifluoroborates and monocoordinated palladium complexes as catalysts--a perfect combination for Suzuki-Miyaura coupling.

Authors:  Gary A Molander; Belgin Canturk
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9.  Cross-couplings between benzylic and aryl halides "on water": synthesis of diarylmethanes.

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Journal:  J Am Chem Soc       Date:  2012-12-26       Impact factor: 15.419
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