Issue 19, 2018

Copper-catalyzed pyrrole synthesis from 3,6-dihydro-1,2-oxazines

Abstract

Highly-functionalized pyrroles could be effectively synthesized from 3,6-dihydro-1,2-oxazines using a heterogeneous copper on carbon (Cu/C) under neat heating conditions. Furthermore, the in situ formation of 3,6-dihydro-1,2-oxazines via the hetero Diels–Alder reaction between nitroso dienophiles and 1,3-dienes and the following Cu/C-catalyzed pyrrole synthesis also provided the corresponding pyrrole derivatives in a one-pot manner.

Graphical abstract: Copper-catalyzed pyrrole synthesis from 3,6-dihydro-1,2-oxazines

Supplementary files

Article information

Article type
Communication
Submitted
02 May 2018
Accepted
19 Jul 2018
First published
20 Jul 2018

Green Chem., 2018,20, 4409-4413

Copper-catalyzed pyrrole synthesis from 3,6-dihydro-1,2-oxazines

N. Yasukawa, M. Kuwata, T. Imai, Y. Monguchi, H. Sajiki and Y. Sawama, Green Chem., 2018, 20, 4409 DOI: 10.1039/C8GC01373J

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