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Ethyl 2-(Diisopropoxyphosphoryl)-2H-azirine-3-carboxylate: reactions with Nucle...

Lemos, A.; Alves, Maria José Chão

Ethyl 2-(diisopropoxyphosphoryl)-2H-azirine-3-carboxylate, the first example of an azirine bearing simultaneously ester and phosphonate groups was generated in situ and reacted with a number of 1,3-dienes. Cycloadducts or their ensuing rearranged products were isolated in moderate yields.


Ethyl 3-(2-pyridyl)-2H-azirine-2-carboxylate : synthesis and reactivity with di...

Alves, Maria José Chão; Fortes, Gil; Lemos, A.; Martins, Cristina I.

Ethyl 3-(2-pyridyl)-2H-azirine-2-carboxylate, the first example of an 3-heteroamatic 2H-azirine has been prepared. The reaction of ethyl 3-(2-pyridyl)-2H-azirine-2-carboxylate with conjugated 1,3-dienes, under mild conditions and in the absence of Lewis acid catalyst, afforded cycloadducts in good yield and high stereoselectivity.


Intermolecular alkyl radical addition to methyl 2-(2,6-Dichlorophenyl)-2H-aziri...

Lemos, A.; Guimaraes, Emanuel; Fortes, Gil; Alves, Maria José Chão

The 2H-azirine 1 acts as an effective radical acceptor for secondary and tertiary alkyl iodides mediated by triethylborane. The addition proceeds with high regio- and diastereo-selectivity.


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