Azirinium ylides from α-diazoketones and 2H-azirines on the route to 2H-1,4-oxazines: three-membered ring opening vs 1,5-cyclization

Azirinium ylides from α-diazoketones and 2H-azirines on the route to 2H-1,4-oxazines: three-membered ring opening vs 1,5-cyclization

Strained azirinium ylides derived from 2H-azirines and α-diazoketones under Rh(II)-catalysis can undergo either irreversible ring opening across the N–C2 bond to 2-azabuta-1,3-dienes that further cyclize to 2H-1,4-oxazines or reversibly undergo a 1,5-cyclization to dihydroazireno[2,1-b]oxazoles. Dih...

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Bibliographic Details
Main Authors: Nikolai V. Rostovskii, Mikhail S. Novikov, Alexander F. Khlebnikov, Galina L. Starova, Margarita S. Avdontseva
Format: Article
Language:English
Published: Beilstein-Institut 2015-03-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
2-azabuta-1,3-dienes
azirines
diazo compounds
nitrogen ylides
2H-1,4-oxazines
Online Access:https://doi.org/10.3762/bjoc.11.35

Internet

https://doi.org/10.3762/bjoc.11.35

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