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Volumn 51, Issue 48, 2012, Pages 12059-12062

Substitution of two fluorine atoms in a trifluoromethyl group: Regioselective synthesis of 3-fluoropyrazoles

Author keywords

cyclization; fluorine; fluoroalkene; nucleophilic substitution; pyrazole

Indexed keywords

ARYLHYDRAZINES; FLUORINE ATOMS; FLUOROALKENE; NUCLEOPHILIC SUBSTITUTIONS; PYRAZOLES; REGIOSELECTIVE SYNTHESIS; SEQUENTIAL SUBSTITUTION; TRIFLUOROMETHYL GROUP;

EID: 84870022921     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201206946     Document Type: Article
Times cited : (163)

References (53)
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    • Whereas 5-endo-trig cyclization is a disfavored process in Baldwin's rules, we already reported that 2-trifluoromethyl-1-alkenes and 1,1-difluoro-1-alkenes are suitable substrates to accomplish 5-endo-trig ring closures. For an account of our syntheses of fluorinated cyclic compounds based on nucleophilic 5- or 6-endo-trig cyclizations of fluoroalkenes, see:, 54- 57.
    • Whereas 5-endo-trig cyclization is a disfavored process in Baldwin's rules, we already reported that 2-trifluoromethyl-1-alkenes and 1,1-difluoro-1-alkenes are suitable substrates to accomplish 5-endo-trig ring closures. For an account of our syntheses of fluorinated cyclic compounds based on nucleophilic 5- or 6-endo-trig cyclizations of fluoroalkenes, see:, J. Ichikawa, Chim. Oggi 2007, 25 (4), 54- 57.
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    • Ichikawa, J.1
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    • in (Ed.: V. A. Soloshonok), Oxford University Press and American Chemical Society, Washington, DC
    • J. Ichikawa, in Fluorine-Containing Synthons (ACS Symposium Series), Vol. 911 (Ed.:, V. A. Soloshonok,), Oxford University Press and American Chemical Society, Washington, DC, 2005, pp. 262-275
    • (2005) Fluorine-Containing Synthons (ACS Symposium Series), Vol. 911 , pp. 262-275
    • Ichikawa, J.1
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    • 19F NMR spectra of other fluoropyrazoles suggests that all of the products listed in Table 4 have the same C3-fluorinated skeletons. CCDC 889343 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
    • 19F NMR spectra of other fluoropyrazoles suggests that all of the products listed in Table 4 have the same C3-fluorinated skeletons. CCDC 889343 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.