Literature DB >> 26589381

Brønsted Acid-Catalyzed Reactions of Trifluoroborate Salts with Benzhydryl Alcohols.

Kayla M Fisher1, Yuri Bolshan1.   

Abstract

Brønsted acid-catalyzed carbon-carbon bond forming methodology using potassium alkynyl- and alkenyltrifluoroborate salts has been developed. Organotrifluoroborates react with benzhydryl alcohols to afford a broad range of alkynes and alkenes in good to excellent yields. This protocol features good atom economy because organotrifluoroborate salts and alcohols react in a 1:1 ratio. Furthermore, a variety of unprotected functional groups were tolerated under the developed conditions, including amide, aldehyde, free hydroxyl, and carboxylic acid.

Entities:  

Year:  2015        PMID: 26589381     DOI: 10.1021/acs.joc.5b02273

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


  2 in total

1.  Substitution of fluorine in M[C6F5BF3] with organolithium compounds: distinctions between O- and N-nucleophiles.

Authors:  Anton Yu Shabalin; Nicolay Yu Adonin; Vadim V Bardin
Journal:  Beilstein J Org Chem       Date:  2017-04-12       Impact factor: 2.883

2.  Site-Selective Csp3-Csp/Csp3-Csp2 Cross-Coupling Reactions Using Frustrated Lewis Pairs.

Authors:  Ayan Dasgupta; Katarina Stefkova; Rasool Babaahmadi; Brian F Yates; Niklaas J Buurma; Alireza Ariafard; Emma Richards; Rebecca L Melen
Journal:  J Am Chem Soc       Date:  2021-03-15       Impact factor: 15.419

  2 in total

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