메뉴 건너뛰기




Volumn 129, Issue 46, 2007, Pages 14106-14107

Rh(II)-catalyzed intermolecular oxidative sulfamidation of aldehydes: A mild efficient synthesis of N-sulfonylcarboxamides

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE DERIVATIVE; AMIDE; BENZALDEHYDE DERIVATIVE; BUTYRALDEHYDE; CROTONALDEHYDE; RHODIUM COMPLEX; SULFONAMIDE;

EID: 36448959797     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja073872a     Document Type: Article
Times cited : (91)

References (33)
  • 1
    • 0042881024 scopus 로고    scopus 로고
    • For recent reviews on nitrene insertions into C-H bonds see: a
    • For recent reviews on nitrene insertions into C-H bonds see: (a) Müller, P.; Fruit, C. Chem. Rev. 2003, 103, 2905.
    • (2003) Chem. Rev , vol.103 , pp. 2905
    • Müller, P.1    Fruit, C.2
  • 11
    • 0025688850 scopus 로고
    • For oxidative coupling of amines and aldehydes; a
    • For oxidative coupling of amines and aldehydes; (a) Marko, I. E.; Mekhalfia, A. Tetrahedron Lett. 1990, 31, 7237.
    • (1990) Tetrahedron Lett , vol.31 , pp. 7237
    • Marko, I.E.1    Mekhalfia, A.2
  • 18
  • 21
    • 36448952901 scopus 로고    scopus 로고
    • Benzaldehyde was found to oxidize to benzoic acid under the reaction conditions
    • Benzaldehyde was found to oxidize to benzoic acid under the reaction conditions.
  • 22
    • 36448941649 scopus 로고    scopus 로고
    • A reaction run in the absence of aldehyde with p-toluenesulfonamide exhibited decomposition <15 min at 50°C.
    • A reaction run in the absence of aldehyde with p-toluenesulfonamide exhibited decomposition <15 min at 50°C.
  • 24
    • 36448996434 scopus 로고    scopus 로고
    • 1H NMR.
    • 1H NMR.
  • 29
    • 36448978104 scopus 로고    scopus 로고
    • Competition of p-anisaldehyde and benzaldehyde in the amidation of ethyl benzene afforded a 5:1 increase in relative rate.
    • Competition of p-anisaldehyde and benzaldehyde in the amidation of ethyl benzene afforded a 5:1 increase in relative rate.
  • 30
    • 36448941020 scopus 로고    scopus 로고
    • In the process of obtaining a direct Hammett correlation, we found no significant rate changes with p-Cl, p-tBu, or p-CN, see Supporting Information
    • tBu, or p-CN. (see Supporting Information.)
  • 31
    • 33646230522 scopus 로고    scopus 로고
    • -1 (ref 10b)). See also: Griller, D.; Ingold, K. U. Acc. Chem. Res. 1980, 13, 317.
    • -1 (ref 10b)). See also: Griller, D.; Ingold, K. U. Acc. Chem. Res. 1980, 13, 317.
  • 32
    • 36448965444 scopus 로고    scopus 로고
    • Reactivity was still observed when BHT (1 equiv) was introduced to the coupling of benzene sulfonamide (1a) and benzaldehyde.
    • Reactivity was still observed when BHT (1 equiv) was introduced to the coupling of benzene sulfonamide (1a) and benzaldehyde.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.