Literature DB >> 26331979

Intramolecular Aminoboration of Unfunctionalized Olefins.

Chun-Hua Yang1, Yu-Shi Zhang1, Wen-Wen Fan1, Gong-Qing Liu1, Yue-Ming Li2,3.   

Abstract

A direct and catalyst-free method for the intramolecular aminoboration of unfunctionalized olefins is reported. In the presence of BCl3 (1 equiv) as the sole boron source, intramolecular aminoboration of sulfonamide derivatives of 4-penten-1-amines, 5-hexen-1-amines, and 2-allylanilines proceeded readily without the use of any catalyst. The boronic acids obtained after hydrolysis could be converted into the corresponding pinacol borates in a straightforward manner by treatment with pinacol under anhydrous conditions.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  Suzuki cross-coupling; aminoboration; boronic acids; boronic esters; synthetic methods

Mesh:

Substances:

Year:  2015        PMID: 26331979     DOI: 10.1002/anie.201505489

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  4 in total

1.  Catalyst-Free Formal Thioboration to Synthesize Borylated Benzothiophenes and Dihydrothiophenes.

Authors:  Darius J Faizi; Ashlee J Davis; Fiach B Meany; Suzanne A Blum
Journal:  Angew Chem Int Ed Engl       Date:  2016-10-13       Impact factor: 15.336

2.  Ring-opening 1,3-arylboration of arylcyclopropanes mediated by BCl3.

Authors:  Yuichi Kuboki; Mitsuhiro Arisawa; Kenichi Murai
Journal:  RSC Adv       Date:  2020-10-13       Impact factor: 4.036

3.  BCl3 -Induced Annulative Oxo- and Thioboration for the Formation of C3-Borylated Benzofurans and Benzothiophenes.

Authors:  Andrew J Warner; Anna Churn; John S McGough; Michael J Ingleson
Journal:  Angew Chem Int Ed Engl       Date:  2016-11-29       Impact factor: 15.336

4.  Catalyst-Free Synthesis of Borylated Lactones from Esters via Electrophilic Oxyboration.

Authors:  Darius J Faizi; Adena Issaian; Ashlee J Davis; Suzanne A Blum
Journal:  J Am Chem Soc       Date:  2016-02-16       Impact factor: 15.419

  4 in total

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