500766-05-2Relevant academic research and scientific papers
Synthesis of novel 2,3-dihydroimidazo[2,1-b][1,3]oxazoles through intramolecular nucleophilic ipso-substitution in 2-alkylsulfonylimidazoles
Moreno, Pilar,Heras, Montserrat,Maestro, Miguel,Villalgordo, Jose M.
, p. 2691 - 2700 (2007/10/03)
Readily available 2-(benzylsulfanyl)imidazoles 6, were studied as potential precursors toward the synthesis of novel diversely substituted 2,3-dihydroimidazo[2,1-b][1,3]oxazoles. Thus, the reaction between enolates derived from 6 and different electrophiles as well as the addition of Grignard reagents to the carbonyl group in 6 were explored. The formation of the fused imidazoxazoles 20 under mild conditions was successfully accomplished taking advantage of the key role played by the 2-alkylsulfonyl moiety in 19 as an efficient leaving group in intramolecular nucleophilic ipso-substitution reactions.
