Majee Debashis, Biswas Soumen, Mobin Shaikh M, Samanta Sampak
Discipline of Chemistry, Indian Institute of Technology Indore, Simrol, 453552, Indore, India.
Org Biomol Chem. 2017 Apr 11;15(15):3286-3297. doi: 10.1039/c7ob00240h.
A facile, green, metal-free new one-pot synthetic strategy has been developed for easy access to a wide array of medicinally promising functionalized pyridines having an ester, a nitrile or an acetyl group at the C-3 position in good to excellent yields via a domino S2/elimination/6π-aza-electrocyclization/aromatization reaction of several 4-aryl/hetero-aryl-substituted 5-membered cyclic sulfamidate imines with a broad range of MBH acetates of acrylate/acrylonitrile/MVK in 2-MeTHF promoted by DABCO as an organobase under an O atmosphere. Moreover, a biologically interesting triazolopyridine derivative was achieved through a unique procedure.
已开发出一种简便、绿色、无金属的新型一锅法合成策略,通过几种4-芳基/杂芳基取代的五元环氨基磺酸酯亚胺与多种丙烯酸酯/丙烯腈/MVK的MBH乙酸酯在2-甲基四氢呋喃中,以DABCO作为有机碱,在氧气气氛下进行多米诺S2/消除/6π-氮杂电环化/芳构化反应,能够轻松获得多种在C-3位具有酯基、腈基或乙酰基的具有药用前景的功能化吡啶,产率良好至优异。此外,通过独特的方法得到了一种具有生物学意义的三唑并吡啶衍生物。