Literature DB >> 35585362

Recent Progress in Fragmentation of Katritzky Salts Enabling Formation of C-C, C-B, and C-S Bonds.

Yuan Gao1,2,3,4,5,6, Songwei Jiang1,2,3,4, Nian-Dong Mao1,2,3,4, Huan Xiang1,2,3,4, Ji-Long Duan1,2,3,4, Xiang-Yang Ye1,2,3,4, Li-Wei Wang7,8,9,10, Yang Ye11,12,13,14, Tian Xie15,16,17,18.   

Abstract

Since their discovery in 1970s, Katritzky salts have emerged as one of the most important classes of building blocks for use in organic synthesis and drug discovery. These bulky pyridinium salts derived from alkylamine can readily generate alkyl radical and undergo a variety of organic transformation reactions such as alkylation, arylation, alkenylation, alkynylation, carbonylation, sulfonylation, and borylation. Through these transformations, complexed molecules bearing new C-C, C-B, or C-S bonds can be constructed in easy ways and in simple steps. This review aims to summarize recent advances in these versatile building blocks in well-classified categories. Representative examples and their reaction mechanisms are discussed. The hope is to provide the scientific community with convenient access to collective information and accelerate further research.
© 2022. The Author(s), under exclusive licence to Springer Nature Switzerland AG.

Entities:  

Keywords:  Alkyl radical; Amine; Cross-coupling; C–N bond; Katritzky salts

Mesh:

Substances:

Year:  2022        PMID: 35585362     DOI: 10.1007/s41061-022-00381-x

Source DB:  PubMed          Journal:  Top Curr Chem (Cham)        ISSN: 2364-8961


  40 in total

1.  Engaging Alkenes and Alkynes in Deaminative Alkyl-Alkyl and Alkyl-Vinyl Cross-Couplings of Alkylpyridinium Salts.

Authors:  Kristen M Baker; Diana Lucas Baca; Shane Plunkett; Mitchell E Daneker; Mary P Watson
Journal:  Org Lett       Date:  2019-11-25       Impact factor: 6.005

2.  Site-Selective Catalytic Deaminative Alkylation of Unactivated Olefins.

Authors:  Shang-Zheng Sun; Ciro Romano; Ruben Martin
Journal:  J Am Chem Soc       Date:  2019-10-02       Impact factor: 15.419

3.  Visible-Light-Mediated Charge Transfer Enables C-C Bond Formation with Traceless Acceptor Groups.

Authors:  Michael J James; Felix Strieth-Kalthoff; Frederik Sandfort; Felix J R Klauck; Felicitas Wagener; Frank Glorius
Journal:  Chemistry       Date:  2019-05-22       Impact factor: 5.236

4.  Merger of C-F and C-N Bond Cleavage in Cross-Electrophile Coupling for the Synthesis of gem-Difluoroalkenes.

Authors:  Youxiang Jin; Jiaoyang Wu; Zhiyang Lin; Yun Lan; Chuan Wang
Journal:  Org Lett       Date:  2020-06-26       Impact factor: 6.005

5.  α-Chiral Amines via Thermally Promoted Deaminative Addition of Alkylpyridinium Salts to Sulfinimines.

Authors:  Kristen M Baker; Amanda Tallon; Richard P Loach; Olivia P Bercher; Matthew A Perry; Mary P Watson
Journal:  Org Lett       Date:  2021-09-27       Impact factor: 6.072

Review 6.  Dual Catalysis Strategies in Photochemical Synthesis.

Authors:  Kazimer L Skubi; Travis R Blum; Tehshik P Yoon
Journal:  Chem Rev       Date:  2016-04-25       Impact factor: 60.622

7.  Base-Promoted C-C Bond Activation Enables Radical Allylation with Homoallylic Alcohols.

Authors:  Maximilian Lübbesmeyer; Emily G Mackay; Mark A R Raycroft; Jonas Elfert; Derek A Pratt; Armido Studer
Journal:  J Am Chem Soc       Date:  2020-01-27       Impact factor: 15.419

8.  N-Heterocyclic carbene-catalyzed deaminative cross-coupling of aldehydes with Katritzky pyridinium salts.

Authors:  Inwon Kim; Honggu Im; Hyeonyeong Lee; Sungwoo Hong
Journal:  Chem Sci       Date:  2020-02-26       Impact factor: 9.825

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.