107165-89-9Relevant academic research and scientific papers
Palladium-catalyzed cross-coupling of internal alkenes with terminal alkenes to functionalized 1,3-butadienes using C-H bond activation: Efficient synthesis of bicyclic pyridones
Yu, Haifeng,Jin, Weiwei,Sun, Chenglin,Chen, Jiping,Du, Wangmin,He, Songbo,Yu, Zhengkun
supporting information; experimental part, p. 5792 - 5797 (2010/10/21)
chemical equation presented A highly regioselective direct cross-coupling of internal alkenes of a-oxoketene dithioacetals with terminal alkenes has been successfully realized by palladiumcatalyzed C-H bond activation, affording functionalized 1,3-butadie
The aza-ene or the Michael addition? Examination of an unusual substituent effect on the reaction of heterocyclic ketene aminals with ethyl propiolate
Zhao, Mei-Xin,Wang, Mei-Xiang,Huang, Zhi-Tang
, p. 1309 - 1316 (2007/10/03)
Heterocyclic ketene aminals having at least one secondary amino group underwent the aza-ene reaction with ethyl propiolate under various conditions to yield the corresponding adducts, which were readily transformed into the δ-lactam fused heterocyclic products with or without the aid of sodium ethoxide in refluxing ethanol, while the ester- and cyano-substituted tertiary enediamines acted as the strong Michael donor to add to ethyl propiolate in a polar or a protic solvent. The unusual substituent effect on the reactivity and mechanism was discussed.
Further Investigation on the Reaction of Heterocyclic Ketene Aminals with Ethyl Propiolate: Ene-type Reaction of Enamines and an Unusual Substituent Effect
Huang, Zhi-Tang,Wang, Mei-Xiang
, p. 1085 - 1090 (2007/10/02)
The reaction between heterocyclic ketene aminals and ethyl propiolate 1 has been investigated and an unusual substituent effect observed.Although 2-(benzoylmethylene)-1,3-dimethylimidazolidines 2 failed to add to 1,2-(benzoylmethylene)imidazolidine 3 reacted with it to give the fused heterocycle 5 via the intermediate 4.With one methylated nitrogen, the heterocyclic ketene aminals 6 or 7 reacted with 1 to afford the heterocyclic compounds 9 or 10 and ethoxycarbonylvinyl substituted heterocycles 11 or 12.By controlling the reaction conditions, 9 or 10 and 11 or 12 can be synthesized selectively.The results are interpreted in terms of a n ene-addition mechanism with steric interaction in the intermediates.A correlation between reactivity and intramolecular hydrogen bonding is also discussed.
SYNTHESIS OF IMIDAZOPYRIDINE AND PYRIDOPYRIMIDINE DERIVATIVES BY THE ADDITION AND CYCLOCONDENSATION REACTIONS OF KETENAMINALS CONTAINING IMIDAZOLIDINE OR HEXAHYDROPYRIMIDINE RING WITH ESTERS OF α,β-UNSATURATED ACIDS
Huang, Zhi-tang,Liu, Zhi-rong
, p. 2247 - 2254 (2007/10/02)
Ketenaminals 1 react with methyl propiolate, methyl acrylate and dimethyl acetylenedicarboxylate to afford the fused imidazopyridines and pyridopyrimidines 3,4 and 5, respectively.In some cases, the intermediate addition products 2 and 6b ar
