87444-85-7Relevant academic research and scientific papers
Coupling of enamides with alkynes or arynes for synthesis of substituted pyridines and isoquinolines via amide activation
Zhao, Mi-Na,Ren, Zhi-Hui,Wang, Yao-Yu,Guan, Zheng-Hui
supporting information; experimental part, p. 8105 - 8107 (2012/09/07)
A novel and general procedure for Cu-catalyzed coupling of enamides with alkynes to synthesize substituted pyridines was developed. The chemistry was allowed to extend to the synthesis of substituted isoquinolines by coupling of enamides with arynes under transition-metal-free conditions.
Hexacarbonylmolybdenum-induced Reaction of Isoxazoles. Cycloaddition of Isoxazoles with Acetylenic Esters and Related Reactions
Kobayashi, Tomoshige,Nitta, Makoto
, p. 152 - 157 (2007/10/02)
In the presence of hexacarbonylmolybdenum, substituted isoxazoles undergo a cycloaddition reaction with dimethyl acetylenedicarboxylate across the C-4-C-5 bond to give 3,4-bis(methoxycarbonyl)pyridine derivatives.In a similar cycloadition of isoxazoles with methyl propiolate, 4-(methoxycarbonyl)pyridine derivatives were also obtained.The β-carbon atom of methyl propiolate could intervene in the bonding with the C-5 position of the isoxazoles regioselectively.A mechanism involving a complexed 2-oxa-3-azabicyclohepta-3,6-diene derivative and the subsequent N-Oand C-1-C-5 bond cleavage leading to a complexed (β-ketovinyl)nitrene intermediate is proposed for the formation of pyridine derivatives.In order to clarify the mechanistic aspect, the reaction of 4-phenyl-2-oxa-3-azabicyclohepta-3,6-diene and its related compounds were also studied to give pyridine derivatives.
HEXACARBONYLMOLYBDENIUM-INDUCED FORMATION OF PYRIDINES FROM ISOXAZOLES AND ACETYLENIC ESTER
Kobayashi, Tomoshige,Nitta, Makoto
, p. 1233 - 1236 (2007/10/02)
Upon treatment with Mo(CO)6 in anhydrous benzene, substituted isoxazoles undergo a novel inclusion of dimethyl acetylenedicarboxylate across the C4-C5 bond and loss of an oxygen atom to lead to pyridines.
