Literature DB >> 28913956

Regioselective Intermolecular Allylic C-H Amination of Disubstituted Olefins via Rhodium/π-Allyl Intermediates.

Jacob S Burman1, Simon B Blakey1.   

Abstract

A method for catalytic intermolecular allylic C-H amination of trans-disubstituted olefins is reported. The reaction is efficient for a range of common nitrogen nucleophiles bearing one electron-withdrawing group, and proceeds under mild reaction conditions. Good levels of regioselectivity are observed for a wide range of electronically diverse trans-β-alkyl styrene substrates.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  allylic compounds; amination; reaction mechanisms; regioselectivity; rhodium

Year:  2017        PMID： 28913956     DOI： 10.1002/anie.201707021

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


  6 in total

1.  Ir-Catalyzed Intermolecular Branch-Selective Allylic C-H Amidation of Unactivated Terminal Olefins.

Authors:  Honghui Lei; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2019-02-04       Impact factor: 15.419

2.  Late-Stage Intermolecular Allylic C-H Amination.

Authors:  Takafumi Ide; Kaibo Feng; Charlie F Dixon; Dawei Teng; Joseph R Clark; Wei Han; Chloe I Wendell; Vanessa Koch; M Christina White
Journal:  J Am Chem Soc       Date:  2021-09-13       Impact factor: 15.419

3.  Allylic C-H amination cross-coupling furnishes tertiary amines by electrophilic metal catalysis.

Authors:  Brenna G Budaitis; Devon F A Fontaine; Siraj Z Ali; Andria L Pace; Jacob A Garwin; M Christina White
Journal:  Science       Date:  2022-04-14       Impact factor: 63.714

4.  Computational insights into Ir(iii)-catalyzed allylic C-H amination of terminal alkenes: mechanism, regioselectivity, and catalytic activity.

Authors:  Deng Pan; Gen Luo; Yang Yu; Jimin Yang; Yi Luo
Journal:  RSC Adv       Date:  2021-05-26       Impact factor: 4.036

5.  Cobalt-catalyzed nucleophilic addition of the allylic C(sp3)-H bond of simple alkenes to ketones.

Authors:  Tsuyoshi Mita; Masashi Uchiyama; Kenichi Michigami; Yoshihiro Sato
Journal:  Beilstein J Org Chem       Date:  2018-08-02       Impact factor: 2.883

6.  Allylic Amination of Alkenes with Iminothianthrenes to Afford Alkyl Allylamines.

Authors:  Qiang Cheng; Junting Chen; Songyun Lin; Tobias Ritter
Journal:  J Am Chem Soc       Date:  2020-10-01       Impact factor: 15.419
  6 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.