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author:

Shu, Xianli (Shu, Xianli.) [1] | Xu, Ruting (Xu, Ruting.) [2] | Liao, Saihu (Liao, Saihu.) [3] (Scholars:廖赛虎)

Indexed by:

EI SCIE CSCD

Abstract:

Nitrogen-containing motifs are widely present in natural products, bioactive molecules, and drugs. Accordingly, effective synthetic methods with high efficiency and diversity are highly desirable. Here, we present the invention of a facile, visible light-mediated decarboxylative C(sp(3))-N bond-forming reaction by employing abundant carboxylic acids as the feedstock and a commercial diazirine as a nitrogen donor. This process is amenable to access both imines and diaziridines, as the corresponding masked amines and hydrazines, through a selectable single or double nitrogen transfer from the diazirine, respectively. This divergent approach works well in both directions with various alkyl carboxylic acids, including primary, secondary, and tertiary acids, as well as natural products and drugs, thus affording a rapid, metal-free approach to build nitrogen-containing molecule libraries with considerable structural diversity, which could thus benefit the related study in context of chemical biology and drug discovery.

Keyword:

amines decarboxylative amination diazirines divergent synthesis nitrogen transfer

Community:

  • [ 1 ] [Shu, Xianli]Fuzhou Univ, Coll Chem, State Key Lab Photocatalysis Energy & Environm, Key Lab Mol Synth & Funct Discovery Fujian Provin, Fuzhou 350108, Peoples R China
  • [ 2 ] [Xu, Ruting]Fuzhou Univ, Coll Chem, State Key Lab Photocatalysis Energy & Environm, Key Lab Mol Synth & Funct Discovery Fujian Provin, Fuzhou 350108, Peoples R China
  • [ 3 ] [Liao, Saihu]Fuzhou Univ, Coll Chem, State Key Lab Photocatalysis Energy & Environm, Key Lab Mol Synth & Funct Discovery Fujian Provin, Fuzhou 350108, Peoples R China
  • [ 4 ] [Liao, Saihu]Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China

Reprint 's Address:

  • 廖赛虎

    [Liao, Saihu]Fuzhou Univ, Coll Chem, State Key Lab Photocatalysis Energy & Environm, Key Lab Mol Synth & Funct Discovery Fujian Provin, Fuzhou 350108, Peoples R China;;[Liao, Saihu]Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China

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Source :

SCIENCE CHINA-CHEMISTRY

ISSN: 1674-7291

CN: 11-5839/O6

Year: 2021

Issue: 10

Volume: 64

Page: 1756-1762

1 0 . 1 3 8

JCR@2021

1 0 . 4 0 0

JCR@2023

ESI Discipline: CHEMISTRY;

ESI HC Threshold:117

JCR Journal Grade:1

CAS Journal Grade:1

Cited Count:

WoS CC Cited Count: 11

SCOPUS Cited Count: 12

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 1

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