Literature DB >> 27498971

Catalyst-free dehydrocoupling of amines, alcohols, and thiols with pinacol borane and 9-borabicyclononane (9-BBN).

Erik A Romero1, Jesse L Peltier1, Rodolphe Jazzar1, Guy Bertrand1.   

Abstract

Contrary to recent reports, the dehydrocoupling of pinacol borane and 9-borabicyclononane with a variety of amines, alcohols and thiols can be achieved under mild conditions without catalyst. This process involves the formation of Lewis acid-base adducts featuring a hydridic B-H in close proximity to an acidic Nu-H.

Entities:  

Year:  2016        PMID： 27498971     DOI： 10.1039/c6cc06096j

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  8 in total

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Journal:  Angew Chem Int Ed Engl       Date:  2019-03-13       Impact factor: 15.336

2.  Robust dicopper(i) μ-boryl complexes supported by a dinucleating naphthyridine-based ligand.

Authors:  Pablo Ríos; Matthew S See; Rex C Handford; Simon J Teat; T Don Tilley
Journal:  Chem Sci       Date:  2022-05-13       Impact factor: 9.969

3.  Sequential Ir/Cu-Mediated Method for the Meta-Selective C-H Radiofluorination of (Hetero)Arenes.

Authors:  Jay S Wright; Liam S Sharninghausen; Sean Preshlock; Allen F Brooks; Melanie S Sanford; Peter J H Scott
Journal:  J Am Chem Soc       Date:  2021-04-29       Impact factor: 15.419

4.  Remarkably Facile Borane-Promoted, Rhodium-Catalyzed Asymmetric Hydrogenation of Tri- and Tetrasubstituted Alkenes.

Authors:  Veronika M Shoba; James M Takacs
Journal:  J Am Chem Soc       Date:  2017-04-17       Impact factor: 15.419

5.  1-Alkali-metal-2-alkyl-1,2-dihydropyridines: Soluble Hydride Surrogates for Catalytic Dehydrogenative Coupling and Hydroboration Applications.

Authors:  Ross McLellan; Alan R Kennedy; Robert E Mulvey; Samantha A Orr; Stuart D Robertson
Journal:  Chemistry       Date:  2017-11-03       Impact factor: 5.236

6.  Catalytic Hydroboration of Aldehydes, Ketones, and Alkenes Using Potassium Carbonate: A Small Key to Big Transformation.

Authors:  Da Hun Ma; Ashok Kumar Jaladi; Ji Hye Lee; Tae Sung Kim; Won Kyu Shin; Hyonseok Hwang; Duk Keun An
Journal:  ACS Omega       Date:  2019-09-20

7.  B-N/B-H Transborylation: borane-catalysed nitrile hydroboration.

Authors:  Filip Meger; Alexander C W Kwok; Franziska Gilch; Dominic R Willcox; Alex J Hendy; Kieran Nicholson; Andrew D Bage; Thomas Langer; Thomas A Hunt; Stephen P Thomas
Journal:  Beilstein J Org Chem       Date:  2022-09-26       Impact factor: 2.544

8.  An Organometallic Strategy for Cysteine Borylation.

Authors:  Mary A Waddington; Xin Zheng; Julia M Stauber; Elamar Hakim Moully; Hayden R Montgomery; Liban M A Saleh; Petr Král; Alexander M Spokoyny
Journal:  J Am Chem Soc       Date:  2021-06-01       Impact factor: 16.383
  8 in total

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