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Volumn 52, Issue 45, 2011, Pages 6015-6017

Acid-catalyzed condensation of 2,2′-diamino-1,1′-biaryls for the synthesis of benzo[c]carbazoles

Author keywords

2,2 Diamino 1,1 biaryls; 3,3 Sigmatropic rearrangement; Benzo c carbazole; Dibenzo c,g carbazole; Tandem reaction

Indexed keywords

ACID; BENZO[C]CARBAZOLE DERIVATIVE; CARBAZOLE DERIVATIVE; DIAMINE DERIVATIVE; HYDRAZIDE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 80053594625     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2011.09.001     Document Type: Article
Times cited : (36)

References (43)
  • 2
    • 0036826933 scopus 로고    scopus 로고
    • For a review on carbazoles and benzo[c]carbazoles in part, see
    • For a review on carbazoles and benzo[c]carbazoles in part, see: H.-J. Knolker, and K.R. Reddy Chem. Rev. 102 2002 4303
    • (2002) Chem. Rev. , vol.102 , pp. 4303
    • Knolker, H.-J.1    Reddy, K.R.2
  • 34
    • 0343899292 scopus 로고
    • reference cited therein.
    • H.J. Shine J. Am. Chem. Soc. 78 1956 4807 and reference cited therein.
    • (1956) J. Am. Chem. Soc. , vol.78 , pp. 4807
    • Shine, H.J.1
  • 36
    • 0001395522 scopus 로고
    • When heated at 80 °C, the proportion of 6a at low conversion was a little lower than at high conversion, implying some thermal conversion (1-2%) of 4a into 6a.
    • When heated at 80 °C, the proportion of 6a at low conversion was a little lower than at high conversion, implying some thermal conversion (1-2%) of 4a into 6a. H.J. Shine, E. Gruszecka, W. Subotkowski, M. Brownawell, and J.S. Filippo Jr. J. Am. Chem. Soc. 107 1985 3218
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 3218
    • Shine, H.J.1    Gruszecka, E.2    Subotkowski, W.3    Brownawell, M.4    Filippo, Jr.J.S.5
  • 41
    • 0000737695 scopus 로고
    • A few attempts were reported for the acid-catalyzed condensation of 2,2′-diaminobiphenyls to the carbazoles. However, the reactions usually require fairly high reaction temperatures (>200 °C), resulting in the formation of undesired byproducts.
    • A few attempts were reported for the acid-catalyzed condensation of 2,2′-diaminobiphenyls to the carbazoles. However, the reactions usually require fairly high reaction temperatures (>200 °C), resulting in the formation of undesired byproducts. T. Yamato, C. Hideshima, K. Suehiro, M. Tashiro, G.K.S. Prakash, and G.A. Olah J. Org. Chem. 56 1991 6248
    • (1991) J. Org. Chem. , vol.56 , pp. 6248
    • Yamato, T.1    Hideshima, C.2    Suehiro, K.3    Tashiro, M.4    Prakash, G.K.S.5    Olah, G.A.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.