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Volumn 5, Issue 23, 2003, Pages 4265-4268

An Unusual Oxidative Ring Transformation of Purine to Imidazo[1,5-c] imidazole

Author keywords

[No Author keywords available]

Indexed keywords

IMIDAZO[1,5 C]IMIDAZOLE; IMIDAZOLE DERIVATIVE; PURINE; UNCLASSIFIED DRUG;

EID: 0344065772     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol035429k     Document Type: Article
Times cited : (7)

References (33)
  • 25
    • 0344416826 scopus 로고
    • For a review, see: Biltz, H. J. Prakt. Chem. 1936, 145, 65-228.
    • (1936) J. Prakt. Chem. , vol.145 , pp. 65-228
    • Biltz, H.1
  • 26
    • 0345279714 scopus 로고
    • Biltz, H.; Krzikalla, H. Liebigs Ann. Chem. 1927, 457, 131-189. While the structure II was assigned to an ill-defined product obtained by precipitation from acetic acid solution with ether, the major product III crystallized as an acetic acid solvate.
    • (1927) Liebigs Ann. Chem. , vol.457 , pp. 131-189
    • Biltz, H.1    Krzikalla, H.2
  • 27
    • 0345711316 scopus 로고    scopus 로고
    • note
    • Positions of appropriate chemical shift (60-90 ppm) values clearly demonstrate the presence of tetrasubstituted carbons; imine carbon would be expected to resonate above 150 ppm.
  • 28
    • 0345279715 scopus 로고    scopus 로고
    • note
    • 13C]-III (6a, Scheme 1) could, of course, account for the observed broad signal at ca. 85 ppm due to transient intermediate(s), but it is clear that such a structure, characterized by its inherent reactivity in nucleophic substitutions (ref 5), cannot explain the observed inertness of the actual chlorination end product toward methanol.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.