Literature DB >> 21812468

Metal-free chlorodeboronation of organotrifluoroborates.

Gary A Molander1, Livia N Cavalcanti.   

Abstract

A mild and metal-free method for the chlorodeboronation of organotrifluoroborates using trichloroisocyanuric acid (TCICA) was developed. Aryl-, heteroaryl-, alkenyl-, alkynyl-, and alkyltrifluoroborates were converted into the corresponding chlorinated products in good yields. This method proved to be tolerant of a broad range of functional groups.

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Year:  2011        PMID： 21812468      PMCID： PMC3162988          DOI： 10.1021/jo201313a

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


  36 in total

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2.  Synthesis of an acyltrifluoroborate and its fusion with azides to form amides.

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Journal:  J Am Chem Soc       Date:  2004-12-08       Impact factor: 15.419

5.  NHC catalyzed oxidations of aldehydes to esters: chemoselective acylation of alcohols in presence of amines.

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6.  Suzuki-Miyaura cross-coupling reactions of primary alkyltrifluoroborates with aryl chlorides.

Authors:  Spencer D Dreher; Siang-Ee Lim; Deidre L Sandrock; Gary A Molander
Journal:  J Org Chem       Date:  2009-05-15       Impact factor: 4.354

7.  Scope of the Suzuki-Miyaura cross-coupling reactions of potassium heteroaryltrifluoroborates.

Authors:  Gary A Molander; Belgin Canturk; Lauren E Kennedy
Journal:  J Org Chem       Date:  2009-02-06       Impact factor: 4.354

8.  Functionalization of organotrifluoroborates: reductive amination.

Authors:  Gary A Molander; David J Cooper
Journal:  J Org Chem       Date:  2008-04-16       Impact factor: 4.354

9.  Preparation of potassium alkoxymethyltrifluoroborates and their cross-coupling with aryl chlorides.

Authors:  Gary A Molander; Belgin Canturk
Journal:  Org Lett       Date:  2008-04-26       Impact factor: 6.005

10.  Convenient one-pot synthesis of (E)-beta-aryl vinyl halides from benzyl bromides and dihalomethanes.

Authors:  James A Bull; James J Mousseau; André B Charette
Journal:  Org Lett       Date:  2008-12-04       Impact factor: 6.005
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2.  Nitrosation of aryl and heteroaryltrifluoroborates with nitrosonium tetrafluoroborate.

Authors:  Gary A Molander; Livia N Cavalcanti
Journal:  J Org Chem       Date:  2012-04-24       Impact factor: 4.354

3.  Transition-Metal-Free ipso-Functionalization of Arylboronic Acids and Derivatives.

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Journal:  Adv Synth Catal       Date:  2014-08-11       Impact factor: 5.837

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Journal:  Science       Date:  2016-04-29       Impact factor: 47.728

5.  Convenient Synthesis of Benziodazolone: New Reagents for Direct Esterification of Alcohols and Amidation of Amines.

Authors:  Michael T Shea; Gregory T Rohde; Yulia A Vlasenko; Pavel S Postnikov; Mekhman S Yusubov; Viktor V Zhdankin; Akio Saito; Akira Yoshimura
Journal:  Molecules       Date:  2021-12-03       Impact factor: 4.411

6.  The graphite-catalyzed ipso-functionalization of arylboronic acids in an aqueous medium: metal-free access to phenols, anilines, nitroarenes, and haloarenes.

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  6 in total

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