MAN, Stanislav, Marek NEČAS, Jean-Philippe BOUILLON, Charles PORTELLA and 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, vol. 2006, No 2006, p. 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 and 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, vol.~2006, No~2006, p.~3473-3478. ISSN~1434-193X.
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