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Volumn 24, Issue 34, 1983, Pages 3653-3656

A novel photochemical cyclisation of 4-chloro-3-(N-Aryliminomethyl) (2H)benzopyrans and benzothiopyrans

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[No Author keywords available]

Indexed keywords


EID: 0006671725     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)88193-9     Document Type: Article
Times cited : (16)

References (26)
  • 12
    • 0001377931 scopus 로고
    • Enamide Photocyclization and Its Application to the Synthesis of Heterocycles
    • (1981) HETEROCYCLES , vol.15 , pp. 1433
    • Ninomiya1    Naito2
  • 13
    • 85065824229 scopus 로고
    • The Photochemistry of Enamides
    • (1978) Synthesis , vol.7 , pp. 489
    • Lenz1
  • 14
    • 84987334905 scopus 로고
    • Über 4-Chlor-7-dimethylamino-1-methyl-chinolon-(2)-aldehyd-(3), I
    • Very few methods are known for the synthesis of such β-halovinyladimines eg.
    • (1970) Justus Liebigs Annalen der Chemie , vol.740 , pp. 164
    • Harnish1    Brack2
  • 16
    • 37049142128 scopus 로고
    • Photochemical transformations of 2,2-disubstituted chromenes
    • The (2H) benzopyrans and benzothiopyrans are known to be photolabile and undergo electrocyclic ring opening upon irradiation and lead to products arising either by nucleophilic attack on the heterotriene intermediate or by criss-cross addition. eg.
    • (1972) Journal of the Chemical Society, Chemical Communications , pp. 795
    • Padwa1    Lee2
  • 18
    • 33847801487 scopus 로고
    • On the basis of these literature reports, one could envisage additional interesting modes of electrocyclic reactions with the Schiff's bases 1.
    • (1975) J. Org. Chem. , vol.40 , pp. 1142
    • Padwa1    Au2    Lee3    Owens4
  • 23
    • 84918393224 scopus 로고    scopus 로고
    • Bindumadhavan, G.V., Ph.D. Thesis.
  • 24
    • 84918393223 scopus 로고    scopus 로고
    • Unpublished results.
  • 25
    • 84918383019 scopus 로고
    • A case of an acid catalysed formation of an enaminoimine, presumably from the disproportionation of a β-chlorivinyl(N-aryl) imine has been reported by
    • (1970) Ind. J. Chem. , vol.8 , pp. 502
    • Betrabet1    Seshadri2
  • 26
    • 37049122298 scopus 로고
    • This selectivity has been explained on steric and conformational considerations by Gagan for the cyclisation of the enaminoimines from β-chlorocrotonaldehyde and 4-chlorobut-3-en-2-one, The 4-anilino-3-formyl-(2H)benzopyrans and benzothiopyrans are not reported in literature. So far, our attempts to prepare these compounds from the 4-chloro-3-formylchromene and thiochromene have been unsuccessful.
    • (1970) J. Chem. Soc. , vol.100 , pp. 2488
    • Gagan1    Lloyd2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.