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Volumn , Issue 1, 2008, Pages 39-44

A convenient synthesis of trifluoroacetamide derivatives of diaza[3 2]cyclophanes and triaza[33]cyclophanes

Author keywords

Amides; Amines; Chromophores; Cyclophanes; Sulfonamides

Indexed keywords

AMINE MOIETIES; CYCLOPHANES; SODIUM HYDRIDE; SULFONAMIDES;

EID: 38349154975     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2007-1000825     Document Type: Article
Times cited : (5)

References (27)
  • 8
    • 38349175546 scopus 로고    scopus 로고
    • 3)] resulted in a 3% yield of diazacyclophane 11.
    • 3)] resulted in a 3% yield of diazacyclophane 11.
  • 20
    • 38349116131 scopus 로고    scopus 로고
    • In the originally reported Ns-amide strategy, PhSH-K2CO 3 or HSCH2CO2H-LiOH mixtures were used as the typical deprotection reagents of Ns group, and aprotic solvents, e.g. MeCN or DMF, were used.12 In the present study, EtSNa was used for the deprotection of the cyclophanes 9 and 14 because this reagent is commercially available as a convenient thiolate source. Additionally, the bridge Ns amide parts are sterically hindered, we considered that primary alkyl thiolate would serve as an effective deprotection agent in the present case. As for the solvent employed in this work, the solubility of the Ns-protected cyclophanes 9 and 14 in the originally reported solvents was poor, thus, we selected DMSO in which Ns amides 9 and 14 were slightly soluble and the deprotection proceeded successfully
    • 12 In the present study, EtSNa was used for the deprotection of the cyclophanes 9 and 14 because this reagent is commercially available as a convenient thiolate source. Additionally, the bridge Ns amide parts are sterically hindered, we considered that primary alkyl thiolate would serve as an effective deprotection agent in the present case. As for the solvent employed in this work, the solubility of the Ns-protected cyclophanes 9 and 14 in the originally reported solvents was poor, thus, we selected DMSO in which Ns amides 9 and 14 were slightly soluble and the deprotection proceeded successfully.
  • 25
    • 38349140876 scopus 로고    scopus 로고
    • Kyushu University: Japan
    • (b) Wen, G. Thesis; Kyushu University: Japan, 1998.
    • (1998) Thesis
    • Wen, G.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.