6533b861fe1ef96bd12c457c

RESEARCH PRODUCT

Nucleophilic additions of sodium alkoxides to 4,4-dichloro-1,1-diphenyl- 2-azabuta-1,3-diene

Sandrine JacquotMarek M. KubickiGérard SchmittBernard LaudeOlivier Blacque

subject

10120 Department of ChemistryDieneSodiumOrganic Chemistrychemistry.chemical_elementMedicinal chemistrySodium methoxideSodium saltchemistry.chemical_compoundchemistryNucleophile540 ChemistryAlkoxy groupOrganic chemistryPhysical and Theoretical Chemistry1606 Physical and Theoretical Chemistry1605 Organic Chemistry

description

The reaction of some sodium alkoxides with 4,4-dichloro-1,1-diphenyl-2-azabuta-1,3-diene is described. Whereas sodium methoxide, ethoxide or isopropoxide leads to 1,3-bis(alkoxy)- and/or 1,3,4-tris(alkoxy)-2-azabut-2-enes, the sodium salt of ethyl glycolate gives a Δ2-oxazoline. Mechanisms for the formation of these products are proposed.

10.5167/uzh-222847https://www.zora.uzh.ch/id/eprint/222847/