Literature DB >> 27978668

Aryl Ketone Catalyzed Radical Allylation of C(sp3)-H Bonds under Photoirradiation.

Shin Kamijo1, Kaori Kamijo1, Kiyotaka Maruoka1, Toshihiro Murafuji1.   

Abstract

The catalytic introduction of an allyl group at nonacidic C(sp3)-H bonds was achieved under photoirradiation, in which 1,2-bis(phenylsulfonyl)-2-propene acts as an allyl source and 5,7,12,14-pentacenetetrone (PT) works as a C-H bond-cleaving catalyst. A variety of substances, including alkanes, carbamates, ethers, sulfides, and alcohols, were chemoselectively allylated in a single step under neutral conditions. The present transformation is catalyzed solely by an organic molecule, PT, and proceeds smoothly even under visible light irradiation (425 nm) in the case of alkanes as a starting substance.

Entities:  

Year:  2016        PMID: 27978668     DOI: 10.1021/acs.orglett.6b03586

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


  11 in total

Review 1.  Direct radical functionalization methods to access substituted adamantanes and diamondoids.

Authors:  William K Weigel; Hoang T Dang; Abigail Feceu; David B C Martin
Journal:  Org Biomol Chem       Date:  2021-12-22       Impact factor: 3.890

2.  Synthesis of amino-diamondoid pharmacophores via photocatalytic C-H aminoalkylation.

Authors:  William K Weigel; Hoang T Dang; Hai-Bin Yang; David B C Martin
Journal:  Chem Commun (Camb)       Date:  2020-08-20       Impact factor: 6.222

3.  Antimony-Oxo Porphyrins as Photocatalysts for Redox-Neutral C-H to C-C Bond Conversion.

Authors:  Luca Capaldo; Martin Ertl; Maurizio Fagnoni; Günther Knör; Davide Ravelli
Journal:  ACS Catal       Date:  2020-07-20       Impact factor: 13.084

4.  Photocatalytic three-component asymmetric sulfonylation via direct C(sp3)-H functionalization.

Authors:  Shi Cao; Wei Hong; Ziqi Ye; Lei Gong
Journal:  Nat Commun       Date:  2021-04-22       Impact factor: 14.919

5.  Divergent functionalization of aldehydes photocatalyzed by neutral eosin Y with sulfone reagents.

Authors:  Jianming Yan; Haidi Tang; Eugene Jun Rong Kuek; Xiangcheng Shi; Chenguang Liu; Muliang Zhang; Jared L Piper; Shengquan Duan; Jie Wu
Journal:  Nat Commun       Date:  2021-12-10       Impact factor: 14.919

6.  Palladium nanoparticles as efficient catalyst for C-S bond formation reactions.

Authors:  Mei-Na Zhang; Shahid Khan; Junjie Zhang; Ajmal Khan
Journal:  RSC Adv       Date:  2020-08-21       Impact factor: 4.036

7.  Modular allylation of C(sp3)-H bonds by combining decatungstate photocatalysis and HWE olefination in flow.

Authors:  Luca Capaldo; Stefano Bonciolini; Antonio Pulcinella; Manuel Nuño; Timothy Noël
Journal:  Chem Sci       Date:  2022-05-31       Impact factor: 9.969

8.  Photoredox ketone catalysis for the direct C-H imidation and acyloxylation of arenes.

Authors:  Chandra Bhushan Tripathi; Tsuyoshi Ohtani; Michael T Corbett; Takashi Ooi
Journal:  Chem Sci       Date:  2017-06-05       Impact factor: 9.825

9.  Generation of Alkyl Radicals: From the Tyranny of Tin to the Photon Democracy.

Authors:  Stefano Crespi; Maurizio Fagnoni
Journal:  Chem Rev       Date:  2020-08-06       Impact factor: 60.622

Review 10.  Direct Photocatalyzed Hydrogen Atom Transfer (HAT) for Aliphatic C-H Bonds Elaboration.

Authors:  Luca Capaldo; Davide Ravelli; Maurizio Fagnoni
Journal:  Chem Rev       Date:  2021-08-06       Impact factor: 60.622

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.