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Volumn , Issue 17, 2011, Pages 3178-3183

InBr3-catalyzed deoxygenation of carboxylic acids with a hydrosilane: Reductive conversion of aliphatic or aromatic carboxylic acids to primary alcohols or diphenylmethanes

Author keywords

Carboxylic acids; Indium; Reduction; Silanes; Synthetic methods

Indexed keywords


EID: 79957857315     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.201100161     Document Type: Article
Times cited : (65)

References (65)
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    • 3, see
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    • 4 does not generally reduce carboxylic acids. However, recently, it has been found that addition of other reagents promotes the reduction, see
    • 4 does not generally reduce carboxylic acids. However, recently, it has been found that addition of other reagents promotes the reduction, see
  • 28
    • 0002243947 scopus 로고
    • J. V. B. Kanth.
    • J. V. B. Kanth, M. Periasamy, J. Org. Chem. 1991, 56, 5964-5965.
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    • 79957865421 scopus 로고    scopus 로고
    • For selected papers on deoxygenation of carbonyl moieties with reducing systems consisting of a catalyst and a hydrosilane, see
    • For selected papers on deoxygenation of carbonyl moieties with reducing systems consisting of a catalyst and a hydrosilane, see
  • 40
    • 79957797326 scopus 로고    scopus 로고
    • For selected reviews on indium-promoted reactions and papers on the selective reduction of carbonyl moieties with reducing systems consisting an indium catalyst and a hydrosilane, see
    • For selected reviews on indium-promoted reactions and papers on the selective reduction of carbonyl moieties with reducing systems consisting an indium catalyst and a hydrosilane, see
  • 58
    • 33847009067 scopus 로고    scopus 로고
    • 2Cl system was inert towards the carbonyl group of the carboxylic acid in Friedel-Crafts acylation, see.
    • 2Cl system was inert towards the carbonyl group of the carboxylic acid in Friedel-Crafts acylation, see:, S. A. Babu, M. Yasuda, A. Baba, Org. Lett. 2007, 9, 405-408.
    • (2007) Org. Lett. , vol.9 , pp. 405-408
    • Babu, S.A.1    Yasuda, M.2    Baba, A.3
  • 59
    • 79957803808 scopus 로고    scopus 로고
    • 3 successfully reduced an aromatic carboxylic acid to produce the corresponding primary alcohol and its silyl ether, see ref. [14].
    • 3 successfully reduced an aromatic carboxylic acid to produce the corresponding primary alcohol and its silyl ether, see ref. [14].
  • 63
    • 79957836627 scopus 로고    scopus 로고
    • One reviewer suggested in-situ formation of a silyl carboxylate. However, during NMR monitoring of the reaction, we did not observe formation of the corresponding intermediate, nor were we able to isolate the intermediate.
    • One reviewer suggested in-situ formation of a silyl carboxylate. However, during NMR monitoring of the reaction, we did not observe formation of the corresponding intermediate, nor were we able to isolate the intermediate.
  • 64
    • 0033593281 scopus 로고    scopus 로고
    • 3 promotes substitution of the benzyl silyl ether derivative with a solvent molecule (benzene) to produce the corresponding diphenylmethane, see.
    • 3 promotes substitution of the benzyl silyl ether derivative with a solvent molecule (benzene) to produce the corresponding diphenylmethane, see:, T. Miyai, Y. Onishi, A. Baba, Tetrahedron 1999, 55, 1017-1026.
    • (1999) Tetrahedron , vol.55 , pp. 1017-1026
    • Miyai, T.1    Onishi, Y.2    Baba, A.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.