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Volumn 44, Issue 30, 2003, Pages 5755-5757

Chlorosulfonation of 2-acylthiophenes: An examination on the reaction regiochemistry

Author keywords

Chlorosulfonation; Heterocyclic compounds; Thiophenes

Indexed keywords

SULFURIC ACID; THENOYLTRIFLUOROACETONE; THIOPHENE DERIVATIVE;

EID: 0038505173     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)01326-1     Document Type: Article
Times cited : (3)

References (21)
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    • (b) During the preparation of this manuscript Wu et al. reported the preparation of highly fluorescent beta-diketone-europium chelates using the 2-chlorosulfonated thenoyltrifluoroacetone as intermediate: Wu, F.-B.; Han, S.-Q.; Zhang, C.; He, Y.-F. Anal. Chem. 2002, 74, 5882-5889.
    • (2002) Anal. Chem. , vol.74 , pp. 5882-5889
    • Wu, F.-B.1    Han, S.-Q.2    Zhang, C.3    He, Y.-F.4
  • 8
    • 0028963282 scopus 로고
    • where, however, no data for the structural characterization of this product were reported
    • The 2-chlorosulfonyl thenoyltrifluoroacetone was synthesized according to the method reported by Ci, Y. Y.; Yang, X. A.; Chang, W. B. Immunol. Methods 1995, 179, 233-241 where, however, no data for the structural characterization of this product were reported.
    • (1995) Immunol. Methods , vol.179 , pp. 233-241
    • Ci, Y.Y.1    Yang, X.A.2    Chang, W.B.3
  • 10
    • 85031152534 scopus 로고    scopus 로고
    • +, 30)
    • +, 30).
  • 11
    • 85031155297 scopus 로고    scopus 로고
    • 3): δ 93.8, 130.3, 134.3, 134.5, 146.8, 149.8, 174.2, 179.5
    • 3): δ 93.8, 130.3, 134.3, 134.5, 146.8, 149.8, 174.2, 179.5.
  • 12
    • 85031151745 scopus 로고    scopus 로고
    • note
    • 3 bond. All the hydrogen atoms were located on the Fourier ΔF map and refined with isotropic atomic displacement. Two residual peaks, located near the two O3 and O4 oxygens, were refined as hydrogen atoms with variable site occupancy factors leading to conclude that one hydrogen atom is equally distributed over the two oxygens. Crystallographic data (excluding structure factors) have been deposited with the Cambridge Crystallographic Data Centre as supplementary pubblication no. CCDC-204298. Copies of the data can be obtained free of charge on application to the Director, CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: +44 (1223) 336-033; e-mail: deposit@chemcrys.cam.ac.uk).
  • 16
    • 0032536865 scopus 로고    scopus 로고
    • and references cited therein
    • (b) Koltsov, A. I. J. Mol. Struct. 1998, 444, 1-11 and references cited therein.
    • (1998) J. Mol. Struct. , vol.444 , pp. 1-11
    • Koltsov, A.I.1
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    • note
    • +, 35).
  • 21
    • 85031150297 scopus 로고    scopus 로고
    • Few examples concerning the regiochemistry of electrophilic substitution reactions on 2-acetylthiophene were found in the literature. In general, mild acidic condition favors the formation of the 5-isomer, whereas in stronger acid media both 4- and 5-isomers form, see for example: Belen'kii, L. I.; Novikova, E. I.; D'yachenko, I. A.; Gol'dfarb, Ya. L. Zh. Org. Khim. 1971, 7, 1736-1742; Belen'kii, L. I.; Karmanova, I. B.; D'yachenko, I. A.; Gol'dfarb, Ya. L. Zh. Org. Khim. 1971, 7, 1743-1751
    • Few examples concerning the regiochemistry of electrophilic substitution reactions on 2-acetylthiophene were found in the literature. In general, mild acidic condition favors the formation of the 5-isomer, whereas in stronger acid media both 4- and 5-isomers form, see for example: Belen'kii, L. I.; Novikova, E. I.; D'yachenko, I. A.; Gol'dfarb, Ya. L. Zh. Org. Khim. 1971, 7, 1736-1742; Belen'kii, L. I.; Karmanova, I. B.; D'yachenko, I. A.; Gol'dfarb, Ya. L. Zh. Org. Khim. 1971, 7, 1743-1751.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.