87266-35-1Relevant articles and documents
Phosphabarrelene-modified Rh-catalysts: A new and selective route towards hydroxy-functionalized bicyclic imidazoles via tandem reactions
Baeuerlein, Patrick S.,Gonzalez, Ismael Arenas,Weemers, Jarno J. M.,Lutz, Martin,Spek, Anthony L.,Vogt, Dieter,Mueller, Christian
, p. 4944 - 4946 (2009)
8-Hydroxy-6-methyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine was formed selectively in high yields from N-(β-methallyl)imidazole by a tandem hydroformylation-cyclization sequence, representing a novel one-pot catalytic synthesis of bicyclic imidazole deriv
Palladium-Catalyzed Dehydrative Cross-Coupling of Allylic Alcohols and N-Heterocycles Promoted by a Bicyclic Bridgehead Phosphoramidite Ligand and an Acid Additive
Kang, Kyungjun,Kim, Jaewook,Lee, Ansoo,Kim, Woo Youn,Kim, Hyunwoo
supporting information, p. 616 - 619 (2016/02/18)
A mild and efficient dehydrative cross-coupling reaction between allylic alcohols and N-heterocycles using palladium catalysis is reported. A bicyclic bridgehead phosphoramidite (briphos) ligand together with Pd(dba)2 is a highly efficient catalyst, and an acid additive involved in the rate-determining step promotes the catalytic cycle. The coupling reaction of allylic alcohols with N-heterocycles including imidazoles, benzimidazoles, and triazole proceeds under mild reaction conditions with high yields using Pd/briphos and pentafluorophenol.
An improved and convenient procedure for the synthesis of 1-substituted imidazoles
Kamijo,Yamamoto,Harada,Iizuka
, p. 1213 - 1221 (2007/10/02)
1-Protected imidazoles, such as 1-acetyl- and 1-benzoylimidazoles, react with various halides, such as benzyl, allyl, α-keto, and alkyl halides, to give 1-protected-3-substituted imidazolium salts in high yields. The resultant imidazolium salts are easily deprotected by treatment with water or alcohols to give the corresponding 1-substituted imidazoles in excellent yields. In this reaction the yields of 1-substituted imidazoles vary with the kinds of halides used and/or with the protecting groups, and the yields increase in the following order: benzyl halides≥allyl halides~α-keto halides>alkyl halides, and acetyl≥benzoyl>ethoxycarbonyl>diethoxymethyl>trimethylsilyl>tosyl.