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Volumn 50, Issue 1, 2009, Pages 104-107

1,3-Dialkylimidazolium-2-carboxylates as versatile N-heterocyclic carbene-CO2 adducts employed in the synthesis of carboxylates and α-alkylidene cyclic carbonates

Author keywords

1,3 Dialkylimidazolium 2 carboxylates; Carboxylation reaction; Carboxylative cyclization reaction; N Heterocyclic carbenes; Propargyl alcohols

Indexed keywords

1,3 DIALKYLIMIDAZOLIUM 2 CARBOXYLATE DERIVATIVE; ACETONE; CARBENE; CARBON DIOXIDE; CARBONIC ACID DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; CYCLOHEXANONE; KETONE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 56949105258     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.10.107     Document Type: Article
Times cited : (76)

References (74)
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    • +) could be quite complex. It is known that Group I cations can interact with organic substrates in organic solvents behaving essentially as weak Lewis acids (Stanley, R. H.; Beauchamp, J. L. J. Am. Chem. Soc. 1975, 97, 5920-5921; Wieting, R. D.; Stanley, R. H.; Beauchamp, J. L. J. Am. Chem. Soc. 1975, 97, 924-926). At the same time the metal cation could shift the equilibrium toward the products by stabilizing the carboxylate or carbonate anions. The precipitation of the salts may also drive the reaction to the products.
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    • CO2 = 60 bar). The reaction was then stopped by cooling and depressurizing the autoclave, and the reaction mixture was analyzed via GC. The products were isolated by silica gel column chromatography. Carbonates 12a-d are known compounds. Spectroscopic data for products were in agreement with those reported in the literature:. Joumier J.M., Fournier J., Bruneau C., and Dixneuf P.H. J. Chem. Soc., Perkin Trans. 1 (1991) 3271-3274
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    • 2 pressure. Our study was focused on the more reactive terminal propargylic alcohols.
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    • 2 (Jiang et al.).
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    • 2 by implementation of the mechanochemistry technique (Haruki, H. JP 55151532, 1980; Chem. Abstr. 1981, 94, 174894).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.