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Author:

Liu, L. (Liu, L..) | Wang, J. (Wang, J..) | Feng, X. (Feng, X..) | Xu, K. (Xu, K..) | Liu, W. (Liu, W..) | Peng, X. (Peng, X..) | Du, H. (Du, H..) | Tan, J. (Tan, J..)

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Scopus SCIE

Abstract:

A visible-light-enabled, photocatalyst-free hydroacylation reaction of azodicarboxylic acid derivatives was described. This radical conjugate addition (RCA) protocol relied on the dual role of 4-acyl-1,4-dihydropyridine (acyl-DHP) reagents that besides being as radical reservoirs, they also enabled the conversion of radical adducts to anion intermediates via reduction. Under “catalyst-oxidant-additive free” conditions, a wide range of structurally different acyl hydrazide products were readily obtained in 56%—99% yields. The utility of this transformation was further demonstrated by the scale-up synthesis and downstream derivatization. © 2024 SIOC, CAS, Shanghai, & WILEY-VCH GmbH.

Keyword:

4-Acyl-1,4-dihydropyridine Azo compounds Acylation Photochemistry Radicals

Author Community:

  • [ 1 ] [Liu L.]Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology, Beijing, 100029, China
  • [ 2 ] [Liu L.]Sinopec Beijing Research Institute of Chemical Industry, Beijing, 100013, China
  • [ 3 ] [Wang J.]Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology, Beijing, 100029, China
  • [ 4 ] [Feng X.]Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology, Beijing, 100029, China
  • [ 5 ] [Xu K.]Faculty of Environment and Life, Beijing University of Technology, Beijing, 100124, China
  • [ 6 ] [Liu W.]Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology, Beijing, 100029, China
  • [ 7 ] [Peng X.]Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology, Beijing, 100029, China
  • [ 8 ] [Du H.]Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology, Beijing, 100029, China
  • [ 9 ] [Tan J.]Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology, Beijing, 100029, China

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Source :

Chinese Journal of Chemistry

ISSN: 1001-604X

Year: 2024

Issue: 11

Volume: 42

Page: 1230-1236

5 . 4 0 0

JCR@2022

Cited Count:

WoS CC Cited Count: 0

SCOPUS Cited Count: 6

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 5

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