Literature DB >> 30033730

Boron-Catalyzed O-H Bond Insertion of α-Aryl α-Diazoesters in Water.

Htet Htet San1, Shi-Jun Wang1, Min Jiang2, Xiang-Ying Tang1.   

Abstract

A catalytic, metal-free O-H bond insertion of α-diazoesters in water in the presence of B(C6F5)3· nH2O (2 mol %) was developed, affording a series of α-hydroxyesters in good to excellent yields. The reaction features easy operation and wide substrate scope, and importantly, no metal is needed as compared with the conventional methods. Significantly, this approach further expands the applications of B(C6F5)3 under water-tolerant conditions.

Entities:  

Year:  2018        PMID: 30033730     DOI: 10.1021/acs.orglett.8b01988

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  7 in total

1.  Dehydration in water: frustrated Lewis pairs directly catalyzed allylization of electron-rich arenes and allyl alcohols.

Authors:  Hua Zhang; Xiao-Yu Zhan; Yu Dong; Jian Yang; Shuai He; Zhi-Chuan Shi; Xiao-Mei Zhang; Ji-Yu Wang
Journal:  RSC Adv       Date:  2020-04-30       Impact factor: 4.036

2.  B(C6F5)3-catalyzed dehydrogenative cyclization of N-tosylhydrazones and anilines via a Lewis adduct: a combined experimental and computational investigation.

Authors:  Murali Mohan Guru; Sriman De; Sayan Dutta; Debasis Koley; Biplab Maji
Journal:  Chem Sci       Date:  2019-07-05       Impact factor: 9.825

Review 3.  Triarylborane Catalyzed Carbene Transfer Reactions Using Diazo Precursors.

Authors:  Ayan Dasgupta; Emma Richards; Rebecca L Melen
Journal:  ACS Catal       Date:  2021-12-17       Impact factor: 13.084

4.  Boron-catalyzed dehydrative allylation of 1,3-diketones and β-ketone esters with 1,3-diarylallyl alcohols in water.

Authors:  Guo-Min Zhang; Hua Zhang; Bei Wang; Ji-Yu Wang
Journal:  RSC Adv       Date:  2021-05-10       Impact factor: 4.036

5.  B(C6F5)3-Catalyzed C-C Coupling of 1,4-Naphthoquinones with the C-3 Position of Indole Derivatives in Water.

Authors:  Yu Dong; Hua Zhang; Jian Yang; Shuai He; Zhi-Chuan Shi; Xiao-Mei Zhang; Ji-Yu Wang
Journal:  ACS Omega       Date:  2019-12-03

6.  Triarylborane-Catalyzed Alkenylation Reactions of Aryl Esters with Diazo Compounds.

Authors:  Ayan Dasgupta; Katarína Stefkova; Rasool Babaahmadi; Lukas Gierlichs; Alireza Ariafard; Rebecca L Melen
Journal:  Angew Chem Int Ed Engl       Date:  2020-07-15       Impact factor: 15.336

7.  Understanding the Influence of Donor-Acceptor Diazo Compounds on the Catalyst Efficiency of B(C6 F5 )3 Towards Carbene Formation.

Authors:  Rasool Babaahmadi; Ayan Dasgupta; Christopher J T Hyland; Brian F Yates; Rebecca L Melen; Alireza Ariafard
Journal:  Chemistry       Date:  2022-01-27       Impact factor: 5.020

  7 in total

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