75762-23-1Relevant academic research and scientific papers
Bidentate oxazoline-imine ruthenium(II) complexes: Intermediates in the methanolysis/hydration of nitrile groups
Ben Ammar, Hamed,Miao, Xiaowei,Fischmeister, Cedric,Toupet, Loic,Dixneuf, Pierre H.
, p. 4234 - 4238 (2010)
The reaction of [RuCl2(p-cymene)]2 with benzoxazoleacetonitriles and NH4+BF4 - in methanol leads to bidentate N,N′-benzoxazole-methoxyimine- ruthenium(II) complexes 7, corresponding to the addition of methanol to the ruthenium(II)-activated nitrile triple bond. The X-ray structure of a complex 7 shows equivalent Ru-N and slightly different C=N bond distances. The catalytic hydration of benzoxazolacetonitriles with [RuCl2(p-cymene)] 2 in methanol/water leads to quantitative formation of corresponding amides under mild conditions.
Regio- and diastereoselective decarboxylative coupling of heteroaromatic alkanes
Waetzig, Shelli R.,Tunge, Jon A.
, p. 4138 - 4139 (2008/01/27)
Allylic esters of heteroaromatic alkanes undergo facile palladium-catalyzed decarboxylative coupling. The resulting C-C bond is formed with high diastereoselectivity and high regioselectivity for coupling at the more substituted allyl terminus. It is proposed that this unusual combination of selectivities results from a tandem allylation/aza-Cope rearrangement sequence. After allylation, decarboxylative dearomatization produces an intermediate for the aza-Cope rearrangement. The subsequent aza-Cope rearrangement occurs under mild conditions because it is driven by rearomatization. Copyright
Catalytic asymmetric cyclopropanation of heteroaryldiazoacetates
Davies,Townsend
, p. 6595 - 6603 (2007/10/03)
Rh2(S-DOSP)4-catalyzed decomposition of heteroaryldiazoacetates in the presence of styrene results in highly diastereoselective and enantioselective cyclopropanations. Heteroaryldiazoacetates containing both electron-rich and electron-deficient heterocycles, such as thiophene, furan, pyridine, indole, oxazole, isoxazole, and benzoxazole, are effective in this chemistry. These studies broaden the range of diazo compounds containing both electron-withdrawing and electron-donating groups, which undergo highly diastereoselective cyclopropanations.
METHYL DIALKYLAMINOPROPIOLATES IN REACTIONS WITH BIFUNCTIONAL COMPOUNDS
Ostroumov, I. G.,Tsil'ko, A. E.,Maretina, I. A.
, p. 2092 - 2095 (2007/10/02)
Methyl dialkylaminopropiolates react with bifunctional reagents with the formation of heterocyclic compounds, and the direction of the reaction is determined by the type of bifunctional group. 1,2-Diamines (ethylenediamine, o-phenylenediamine) add at both reaction centers of the substrate, forming seven-membered heterocycles of the diazepinone and benzodiazepinone series. o-Aminophenol and o-aminothiophenol react exclusively at the ynamine fragment, and 2-substituted benzoxazole and benzothiazole are produced as a result of cyclization.
