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Volumn 35, Issue 50, 1994, Pages 9387-9390

A facile preparation of 2- and 5-substituted 3-bromothiophenes

Author keywords

[No Author keywords available]

Indexed keywords

3 BROMOTHIOPHENE DERIVATIVE; ORGANOBROMINE DERIVATIVE; THIOPHENE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0028096576     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)78549-2     Document Type: Article
Times cited : (27)

References (19)
  • 10
    • 84986405913 scopus 로고
    • Acid-Catalyzed Cyclization Reactions of Substituted Acetylenic Ketones: A new Approach for the Synthesis of 3-Halofurans, Flavones, and Styrylchromones
    • (1989) Helvetica Chimica Acta , vol.72 , pp. 447
    • Obrecht1
  • 12
    • 84912958622 scopus 로고    scopus 로고
    • As an alternative approach, we prepared in analogy to 1 (Scheme 2) tert-Butyl prop-2-ynyl sulfide 9 as a synthetic equivalent of 1, starting from 2-Methyl-2-propanthiol and propargyl bromide. 9 allowed us to synthesize the corresponding acetylenic ketones 4 and the acetylenic acetals of 6 in high yields, which smoothly cyclized to the 3-bromothiophenes 7 and 8. Due to the foul stench of 9 and its derivatives, we focussed primarily on the development of 1.
  • 13
    • 84912971537 scopus 로고    scopus 로고
    • 2S (408.515) : C 79.38, H 4.93, S 7.85 ; found : C79.11, H 4.80, S 7.69.
  • 14
    • 84912979584 scopus 로고    scopus 로고
    • 4 and evaporated. The [[Truncated]]
  • 17
    • 84912983626 scopus 로고    scopus 로고
    • 2Br (245.152) : C 39.20, H 2.06, S 26.16 ; found : C39.32, H 2.16, S 25.91.
  • 18
    • 84912968313 scopus 로고    scopus 로고
    • 19SBr (275.25) : C 52.36, H 6.96, S 11.65 ; found : C 52 18, H 7.10, S 11.84.
  • 19
    • 84912992046 scopus 로고    scopus 로고
    • The 3-bromothiophenes should be stored in the freezer and protected from light. They are best used immediately after their preparation for further transformations.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.