Literature DB >> 30085674

Visible-Light-Mediated Remote γ-C(sp3)-H Functionalization of Alkylimidates: Synthesis of 4-Iodo-3,4-dihydropyrrole Derivatives.

Yogesh Kumar1, Yogesh Jaiswal1, Amit Kumar1.   

Abstract

An efficient and environmentally friendly synthetic approach toward functionalized dihydropyrrole derivatives is reported. The developed protocol proceeds via chemoselective intramolecular N-C bond formation of alkylimidates through 1,5-hydrogen atom transfer from in situ generated imidate N-radicals. The major advantage of this designed strategy lies in the choice of starting materials, mild reaction conditions, high chemo- and diastereoselectivity, clean source of energy, and good functional group tolerance. Further, 4-iododihydropyrroles could be easily transformed into a variety of useful derivatives.

Entities:  

Year:  2018        PMID: 30085674     DOI: 10.1021/acs.orglett.8b02022

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


  3 in total

1.  Development of an Imine Chaperone for Selective C-H Functionalization of Alcohols via Radical Relay.

Authors:  Kohki M Nakafuku; Raymond K Twumasi; Avassaya Vanitcha; Ethan A Wappes; Kayambu Namitharan; Mathieu Bekkaye; David A Nagib
Journal:  J Org Chem       Date:  2019-09-12       Impact factor: 4.354

2.  Vicinal, Double C-H Functionalization of Alcohols via an Imidate Radical-Polar Crossover Cascade.

Authors:  Allen F Prusinowski; Raymond K Twumasi; Ethan A Wappes; David A Nagib
Journal:  J Am Chem Soc       Date:  2020-03-06       Impact factor: 15.419

3.  Radical cascade synthesis of azoles via tandem hydrogen atom transfer.

Authors:  Andrew D Chen; James H Herbort; Ethan A Wappes; Kohki M Nakafuku; Darsheed N Mustafa; David A Nagib
Journal:  Chem Sci       Date:  2020-01-31       Impact factor: 9.825

  3 in total

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