Cycloaddition Reactions of Phosphorylated 1,2-Diaza-1,3-butadienes with Olefins: Regioselective Synthesis of Pyridazine Derivatives

Autor:	Yago López, Jesús M. de los Santos, Concepción Alonso, Domitila Aparicio, Francisco Palacios
Rok vydání:	2005
Předmět:	Cyclopentadiene Bicyclic molecule Norbornadiene Organic Chemistry Substituent Regioselectivity Medicinal chemistry Cycloaddition Styrene Pyridazine chemistry.chemical_compound chemistry Organic chemistry Physical and Theoretical Chemistry
Zdroj:	European Journal of Organic Chemistry. 2005:1142-1147
ISSN:	1099-0690 1434-193X
DOI:	10.1002/ejoc.200400675
Popis:	The aza-Diels–Alder reaction of 4-phosphinyl- and 4-phosphonyl-1,2-diaza-1,3-butadienes with styrene, cyclopentadiene, dihydrofuran and norbornadiene is reported. Monocyclic, bicyclic and polycyclic tetrahydropyridazines containing a phosphane oxide or a phosphonate substituent are obtained. The formation of cycloadducts can be explained by an endo transition state in the cycloaddition process of these heterodienes with styrene, cyclopentadiene, dihydrofuran, and by means of an exo transition state in the case of norbornadiene. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
Databáze:	OpenAIRE
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