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Volumn 71, Issue 15, 2006, Pages 5770-5773

Selective N,N-dimethylation of primary aromatic amines with methyl alkyl carbonates in the presence of phosphonium salts

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUNDS; CATALYSTS; DERIVATIVES; REACTION KINETICS; SALTS; SOLVENTS;

EID: 33746381981     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo060674d     Document Type: Article
Times cited : (46)

References (49)
  • 13
    • 33746334876 scopus 로고    scopus 로고
    • note
    • Methylations with 1b were carried out at 130-170 °C and at atmospheric pressure.
  • 14
    • 0004145285 scopus 로고    scopus 로고
    • Wasserscheid, P., Welton, T., Eds.; Wiley-VCH: Weinheim
    • Ionic Liquids in Synthesis; Wasserscheid, P., Welton, T., Eds.; Wiley-VCH: Weinheim, 2003.
    • (2003) Ionic Liquids in Synthesis
  • 21
    • 33746346877 scopus 로고    scopus 로고
    • note
    • 2a and 5a could be easily analyzed by GC. and the N-methylation and the N-methoxycarbonylation products of the amine 5a could be discriminated by GC/MS.
  • 22
    • 33746372273 scopus 로고    scopus 로고
    • note
    • Selectivity was referred to the reaction times of Figure 1 required for complete conversion of 5a.
  • 28
    • 33746339035 scopus 로고    scopus 로고
    • note
    • Both steric and electronic effects associated to oxyethylene chains of carbonates 2a-c are responsible for the lack of electrophilic reactivity of these groups (see refs 2). Accordingly, alkyl derivatives [ArNHR and ArN(Me)R] are always observed in low amounts.
  • 29
  • 34
    • 0026418434 scopus 로고
    • (a) Trost, B. Science 1991 254, 1471.
    • (1991) Science , vol.254 , pp. 1471
    • Trost, B.1
  • 40


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.