| MAN, Stanislav, Marek NEČAS, Jean-Philippe BOUILLON, Charles PORTELLA a Milan POTÁČEK. Intra-intermolecular criss-cross cycloaddition of nonsymmetrical allenylazines with fluorinated enone as an initial step in the synthesis of 4H-pyrrolo[1,2-b]pyrazoles. European Journal of Organic Chemistry. Weinheim, Germany: WILEY-VCH, 2006, roč. 2006, č. 2006, s. 3473-3478. ISSN 1434-193X. |
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@article{639247,
author = {Man, Stanislav and Nečas, Marek and Bouillon, JeanandPhilippe and Portella, Charles and Potáček, Milan},
article_location = {Weinheim, Germany},
article_number = {2006},
keywords = {criss-cross; cycloaddition; 1-3-dipoles; nonsymmetrical azines; allenes;},
language = {eng},
issn = {1434-193X},
journal = {European Journal of Organic Chemistry},
title = {Intra-intermolecular criss-cross cycloaddition of nonsymmetrical allenylazines with fluorinated enone as an initial step in the synthesis of 4H-pyrrolo[1,2-b]pyrazoles},
volume = {2006},
year = {2006}
}
TY - JOUR
ID - 639247
AU - Man, Stanislav - Nečas, Marek - Bouillon, Jean-Philippe - Portella, Charles - Potáček, Milan
PY - 2006
TI - Intra-intermolecular criss-cross cycloaddition of nonsymmetrical allenylazines with fluorinated enone as an initial step in the synthesis of 4H-pyrrolo[1,2-b]pyrazoles
JF - European Journal of Organic Chemistry
VL - 2006
IS - 2006
SP - 3473-3478
EP - 3473-3478
PB - WILEY-VCH
SN - 1434193X
KW - criss-cross
KW - cycloaddition
KW - 1-3-dipoles
KW - nonsymmetrical azines
KW - allenes;
N2 - Nonsymmetrical allenylazines undergo in boiling xylene intramolecular cycloaddition via formation of an unstable 1,3-dipole, which reacts with an added dipolarophile. In this paper we pay attention to the first intra-intermolecular criss-cross cycloaddition with a fluorinated enone. Although the expected products with three fused heterocycles were not isolated, new bicyclic products were found and characterized. These compounds are formed by a spontaneous transformation connected with fluorine atom migration and hydrogen fluoride elimination. A mechanism of the reaction is discussed to explain the formation of these new heterocycles.
ER -
MAN, Stanislav, Marek NEČAS, Jean-Philippe BOUILLON, Charles PORTELLA a Milan POTÁČEK. Intra-intermolecular criss-cross cycloaddition of nonsymmetrical allenylazines with fluorinated enone as an initial step in the synthesis of 4H-pyrrolo[1,2-b]pyrazoles. \textit{European Journal of Organic Chemistry}. Weinheim, Germany: WILEY-VCH, 2006, roč.~2006, č.~2006, s.~3473-3478. ISSN~1434-193X.
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