Literature DB >> 24969854

Synthesis of nitrogen heterocycles via α-aminoalkyl radicals generated from α-silyl secondary amines under visible light irradiation.

Kazunari Nakajima1, Mai Kitagawa, Yuya Ashida, Yoshihiro Miyake, Yoshiaki Nishibayashi.   

Abstract

We have succeeded in the visible light-mediated synthetic use of α-aminoalkyl radicals derived from α-silyl secondary amines toward addition to α,β-unsaturated carbonyl compounds. The resulting γ-aminocarbonyl compounds are converted into γ-lactams and pyrroles in a one-pot process.

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Year:  2014        PMID: 24969854     DOI: 10.1039/c4cc03000a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  5 in total

1.  Enantioselective conjugate additions of α-amino radicals via cooperative photoredox and Lewis acid catalysis.

Authors:  Laura Ruiz Espelt; Iain S McPherson; Eric M Wiensch; Tehshik P Yoon
Journal:  J Am Chem Soc       Date:  2015-02-16       Impact factor: 15.419

2.  Photoredox-Catalyzed Site-Selective α-C(sp3 )-H Alkylation of Primary Amine Derivatives.

Authors:  Melissa A Ashley; Chiaki Yamauchi; John C K Chu; Shinya Otsuka; Hideki Yorimitsu; Tomislav Rovis
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-15       Impact factor: 15.336

Review 3.  Recent Advances in Photoredox-Mediated Radical Conjugate Addition Reactions: An Expanding Toolkit for the Giese Reaction.

Authors:  Anastasia L Gant Kanegusuku; Jennifer L Roizen
Journal:  Angew Chem Int Ed Engl       Date:  2021-07-21       Impact factor: 16.823

Review 4.  Boron chemistry in a new light.

Authors:  Guillaume Duret; Robert Quinlan; Philippe Bisseret; Nicolas Blanchard
Journal:  Chem Sci       Date:  2015-07-31       Impact factor: 9.825

5.  Photoaddition reactions of N-benzylglycinates containing α-trimethylsilyl group with dimethyl acetylenedicarboxylate: competitive formation of pyrroles vs. β-enamino esters.

Authors:  Suk Hyun Lim; Amol B Atar; Gunoh Bae; Kyung-Ryang Wee; Dae Won Cho
Journal:  RSC Adv       Date:  2019-02-14       Impact factor: 3.361

  5 in total

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