Yayınlanmış 1 Ocak 2013
| Sürüm v1
Dergi makalesi
Açık
Photochemical transformation of a 1,2-dihydropyridin-3-one: an original tandem retro-[4+2]/[2+2] cycloaddition process
Oluşturanlar
- 1. Univ Paris 11, ICMMO CNRS, UMR 8182, F-91405 Orsay, France
- 2. Univ Cagliari, Dipartimento Sci Chim, I-09042 Cagliari, Italy
Açıklama
The UV irradiation of N-benzyl-2-phenyl-1,2-dihydropyridin-3-one furnished trans-1-benzyl-4-phenyl-3-vinylazetidin-2-one, a structural isomer, as the main product. A novel tandem mechanism involving a [4+2] photocycloreversion followed by a Staudinger cycloaddition reaction is proposed, and is supported with the trapping of the purported vinylketene intermediate by other imines. This process predominates in the presence of ethylene, precluding the formation of an intermolecular [2+2] cyclobutane adduct. (C) 2013 Elsevier Ltd. All rights reserved.
Dosyalar
bib-19d1f56f-c6b4-4fa3-bb15-e3ad28dc5f22.txt
Dosyalar
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