Visible light catalyzed reaction of α-bromochalcones with chalcones: direct access to the urundeuvine scaffold
Literature Information
Publication Date
2018-09-24
DOI
10.1039/C8OB01881B
Impact Factor
3.876
Authors
Ruchir Kant
View Original
Abstract
The α-keto vinyl radicals generated from α-bromochalcones under visible light photoredox catalyzed conditions were trapped by chalcones. The subsequent intramolecular cyclization of the resulting benzylic radicals led to the synthesis of dihydronaphthalenes, which were conveniently oxidized to the corresponding naphthalenes. The strategy was adopted successfully for synthesizing derivatives of urundeuvine chalcones, which are otherwise accessible only from natural sources.
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Source Journal
Organic & Biomolecular Chemistry
CiteScore:
3.4
Self-citation Rate:
10.3%
Articles per Year:
1041
Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.
Recommended Compounds
(2R)-2-(3-Bromophenyl)pyrrolidine hydrochloride (1:1)
CAS Number:
1391550-13-2
Molecular Formula:
C10H13BrClN
N-Methyl-3-(1-naphthyloxy)-3-(2-thienyl)-1-propanamine hydrochloride (1:1)
CAS Number:
1188266-11-6
Molecular Formula:
C18H20ClNOS
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