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Volumn 76, Issue 10, 2011, Pages 3880-3887

Photoinduced intramolecular cyclization of o -ethenylaryl isocyanides with organic disulfides mediated by diphenyl ditelluride

Author keywords

[No Author keywords available]

Indexed keywords

DITELLURIDE; INDOLE DERIVATIVES; INTRAMOLECULAR CYCLIZATIONS; ISOCYANIDES; ORGANIC DISULFIDE; PHOTO-INDUCED; PHOTOINDUCED REACTION; RADICAL CYCLIZATIONS; ROOM TEMPERATURE; VISIBLE-LIGHT IRRADIATION;

EID: 79956137298     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo200299d     Document Type: Article
Times cited : (93)

References (73)
  • 49
    • 0033609901 scopus 로고    scopus 로고
    • For the synthesis and functionalization of thiolated indoles, see for example
    • For the synthesis and functionalization of thiolated indoles, see for example: Rainier, J. D.; Kennedy, A. R.; Chase, E. Tetrahedron Lett. 1999, 40, 6325
    • (1999) Tetrahedron Lett. , vol.40 , pp. 6325
    • Rainier, J.D.1    Kennedy, A.R.2    Chase, E.3
  • 64
    • 79956084323 scopus 로고    scopus 로고
    • note
    • 3 solution (0.40 M) by using a tungsten lamp (500 W) as a light source. This reaction afforded the corresponding indole 3a in 50% yield. We also examined the reaction using several light sources. When a Xe lamp was used as light source, the reaction at 40 °C formed indole 3a in 37% yield; the reaction at room temperature did not afford 3a. In contrast, the reaction of isocyanide 1a upon photoirradiation with a high-pressure Hg lamp at room temperature afforded the corresponding indole 3a in 56% yield.
  • 69
    • 79956128158 scopus 로고    scopus 로고
    • note
    • Conclusive determination of the tetracyclic compound 4 and benzothiazole 6 were ascertained by X-ray crystal analysis of 4b and 6a, and the resulting ORTEP diagrams are shown in the Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.