A cascade approach to pyridines from 2-azido-2,4-dienoates and alpha-diazocarbonyl compounds.
A one-pot synthesis of substituted pyridines via a cascade reaction of 2-azido-2,4-dienoates with alpha-diazocarbonyl compounds and triphenylphosphine is reported. The process involves a Staudinger-Meyer reaction, a Wolff rearrangement, an aza-Wittig reaction, and an electrocyclic ring-closure. The procedure is general and efficient. The substrates are readily available.
Chen
Zheng-Bo
ZB
Department of Chemistry, Zhejiang University, Hangzhou 310027, China.
Hong
Deng
D
Wang
Yan-Guang
YG
D001391:Azo Compounds / Q000737:chemistry*; D001688:Biological Products / Q000138:chemical synthesis; D002087:Butyrates / Q000737:chemistry*; D008024:Ligands; D009574:Nitro Compounds / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000737:chemistry; D011725:Pyridines / Q000138:chemical synthesis / Q000737:chemistry*
C508635:6-(nitrooxy)hexyl-(2z)-4-(acetyloxy)-3-(4-(methylsulfonyl)phenyl)-2-phenylbut-2-enoate; D001391:Azo Compounds; D001688:Biological Products; D002087:Butyrates; D008024:Ligands; D009574:Nitro Compounds; D009943:Organophosphorus Compounds; D011725:Pyridines; C061896:triphenylphosphine