71088-85-2Relevant academic research and scientific papers
The birch reduction of heterocyclic compounds V birch reduction of 2- and 5-acylfuran-3-carboxylic acids and reductive elimination of 2-(arylmethoxymethyl)furan-3-carboxylic acids
Ohta,Doe,Morimoto,Kinoshita
, p. 751 - 755 (2007/10/03)
The Birch reduction of 2- and 5-acylfuran-3-carboxylic acid 1 and 4 gave 2-acyl-2,3-dihydrofuran-3-carboxylic acid 2 and 5-acyltetrahydrofuran-3-carboxylic acid 5, respectively. Further examination of the reductive elimination was also studied on 2-(arylm
The Birch Reduction of Heterocyclic Compounds. III. [1] Birch Reduction-Elimination Reaction of 2- and 3-Furancarboxylic Acid Derivatives
Ohta, Yasuo,Onoshima, Mari,Tamura, Masumi,Tanaka, Rika,Morimoto, Yoshiki,Yoshihara, Kazuo,Kinoshita, Takamasa
, p. 461 - 465 (2007/10/03)
The Birch reduction of 2-(1-alkoxyalkyl)furan-3-carboxylic acids la-f gave 2-alkyl-3-furancarboxylic acids 2a-f with loss of the alkoxyl group in excellent isolated yields.
The rapid reduction of α,α-diaryl alcohols to the corresponding alkanes using iodotrimethylsilane
Perry, Philip J.,Pavlidis, Vasilios H.,Coutts, Ian G. C.
, p. 101 - 111 (2007/10/03)
The utility of iodotrimethylsilane has been extended to include the rapid and highly selective reduction of α,α-diaryl alcohols. The reduction of a series of α-hydroxyfuroic acids in near quantitative yield has been demonstrated and the mechanism discussed.
An Improved Synthesis of 2-Substituted-3-furoic Acids Leading to an Intramolecular Diels-Alder Reaction Between a Dienophile and Furan Diene Both Containing an Electron Withdrawing Group
Yu, Shuyuan,Beese, Giovanna,Keay, Brian A.
, p. 2729 - 2734 (2007/10/02)
An improved preparation of various 2-substituted-3-furoic acids by lithiation of 2-methyl-3-furoic acid with 2.0 equiv. of butyllithium, and a successful intramolecular Diels-Alder reaction using 0.1 equiv. of methylaluminium dichloride between a dienophi
The Generation and Chemistry of Dianions derived from Furancarboxylic Acids
Knight, David W.,Nott, Andrew P.
, p. 1125 - 1131 (2007/10/02)
Methods for the generation of the dianionic species lithium 5-lithiofuran-2-carboxylate (5) and lithium 2-lithiofuran-3-carboxylate (21) from furan-2- and furan-3-carboxylic acids recpectively are described.The reactions of (5) and (21) with a range of electrophiles have been examined; in general these are very efficient with aldehydes and ketones but not as satisfactory with alkyl halides and epoxides.The dianions do not couple with allylic or benzylic halides, nor with nitriles or orthoesters.The generation of lithium-5-lithio-3-methylfuran-2-carboxylate (15) from 3-methyl furan-2-carboxylic acid is also described; the chemistry of (15) is very similar to (5) derived from furan-2-carboxylic acid.
