Issue 33, 2018

Tandem Diels–Alder/oxidation–aromatization reactions involving 2-styrylchromones and arynes

Abstract

Transition-metal-free Diels–Alder and tandem Diels–Alder/oxidation–aromatization reactions of 2-styrylchromones with arynes have been demonstrated under mild reaction conditions with a wide range of substrates. The tandem process afforded functionalized benzo[c]xanthone derivatives in moderate to good yields. This efficient protocol allows rapid access to either dihydrobenzo[c]xanthone and benzo[c]xanthone derivatives selectively by simply changing the atmosphere of the reaction.

Graphical abstract: Tandem Diels–Alder/oxidation–aromatization reactions involving 2-styrylchromones and arynes

Supplementary files

Article information

Article type
Paper
Submitted
21 May 2018
Accepted
02 Aug 2018
First published
03 Aug 2018

Org. Biomol. Chem., 2018,16, 6077-6085

Tandem Diels–Alder/oxidation–aromatization reactions involving 2-styrylchromones and arynes

Y. Addepalli, Z. Yu, J. Ji, C. Zou, Z. Wang and Y. He, Org. Biomol. Chem., 2018, 16, 6077 DOI: 10.1039/C8OB01199K

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