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Volumn 49, Issue 42, 2010, Pages 7733-7737

Synthesis of aryl ketones by palladium(II)-catalyzed decarboxylative addition of benzoic acids to nitriles

Author keywords

Carboxylic acids; Decarboxylation; Microwave chemistry; Nitriles; Palladium

Indexed keywords

ARYL KETONES; BENZOIC ACID; DECARBOXYLATION; KETIMINES; MICROWAVE CHEMISTRY; NITRILES; SUBSTITUTED BENZOIC ACIDS;

EID: 78249281046     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201003009     Document Type: Article
Times cited : (115)

References (65)
  • 9
    • 45549099423 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 3100-3120.
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 3100-3120
  • 24
    • 54749150946 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 7103-7106
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 7103-7106
  • 26
    • 76249114336 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2010, 49, 1111-1114
    • (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 1111-1114
  • 32
  • 37
    • 44949096668 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 3043-3045.
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 3043-3045
  • 45
    • 78249263390 scopus 로고    scopus 로고
    • The choice of a monometallic palladium(II)-catalyzed system might limit the scope of usable benzoic acids to activated orthosubstituted benzoic acids
    • The choice of a monometallic palladium(II)-catalyzed system might limit the scope of usable benzoic acids to activated orthosubstituted benzoic acids.
  • 47
    • 67650492420 scopus 로고    scopus 로고
    • Recently, a catalytic asymmetric decarboxylative Mannich-type reaction was reported in which the nucleophile was generated via CuI-catalyzed decarboxylation of cyanocarboxylic acids. The reaction occured without detection of any homocoupled product as a result of carbopalladation of the cyanide substituent, thus indicating that copper might be a poor catalyst for our carboxylic-acid-into-ketone transformation. See
    • Recently, a catalytic asymmetric decarboxylative Mannich-type reaction was reported in which the nucleophile was generated via CuI-catalyzed decarboxylation of cyanocarboxylic acids. The reaction occured without detection of any homocoupled product as a result of carbopalladation of the cyanide substituent, thus indicating that copper might be a poor catalyst for our carboxylic-acid-into-ketone transformation. See: L. Yin, M. Kanai, M. Shibasaki, J. Am. Chem. Soc. 2009, 131, 9610-9611.
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 9610-9611
    • Yin, L.1    Kanai, M.2    Shibasaki, M.3
  • 48
    • 78249271913 scopus 로고    scopus 로고
    • 2O (0.04 mmol) or AgOAc (0.04 mmol), 6-methyl-2,2'-bipyridine (0.088 mmol), H2O (200 μL), and MeCN (2 mL). The vial was thereafter capped under air and exposed to MW heating for 30 min at 130°C
    • 2O (0.04 mmol) or AgOAc (0.04 mmol), 6-methyl-2,2'-bipyridine (0.088 mmol), H2O (200 μL), and MeCN (2 mL). The vial was thereafter capped under air and exposed to MW heating for 30 min at 130°C.
  • 51
    • 44049092112 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 3506-3523.
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 3506-3523
  • 53
    • 70349906980 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2009, 48, 6726-6730.
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 6726-6730
  • 64
    • 3242709955 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2004, 43, 2514 - 2518.
    • (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 2514-2518
  • 65
    • 78249266161 scopus 로고    scopus 로고
    • The exact structure of the complexes, that is, the cis/trans configuration, has not yet been determined
    • The exact structure of the complexes, that is, the cis/trans configuration, has not yet been determined.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.