메뉴 건너뛰기




Volumn 52, Issue 11, 2011, Pages 1179-1182

Accidental discovery of a 'longer-range' vinylogous Pummerer-type lactonization: Formation of sulindac sulfide lactone from sulindac

Author keywords

Longer range vinylogous Pummerer type lactonization; Sulindac sulfide; Sulindac sulfide lactone

Indexed keywords

INDOMETACIN; LACTONE DERIVATIVE; SULINDAC SULFIDE; SULINDAC SULFIDE LACTONE; TRIETHYLAMINE; UNCLASSIFIED DRUG; VINYL DERIVATIVE;

EID: 79951512104     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2011.01.008     Document Type: Article
Times cited : (13)

References (18)
  • 4
    • 79951511024 scopus 로고    scopus 로고
    • We sincerely thank the reviewer for giving useful comments and suggestions on the mechanism of this unique transformation.
    • We sincerely thank the reviewer for giving useful comments and suggestions on the mechanism of this unique transformation.
  • 15
    • 79951514610 scopus 로고    scopus 로고
    • note
    • 2S, unit cell parameters a 7.317(5) b 18.346(5) c 12.347(5), α 90, β 107.07(5), γ 90, space group P21/a monoclinic, CCDC No. 742703. Synthesis of (E)-ethyl 2-((Z)-6-fluoro-2-methyl-3-(4-(methylthio)benzylidene)- 2,3-dihydro-1H-inden-1-ylidene)acetate (Sulindac sulfide ethyl ester) (10): Sulindac sulfide 5 (50 mg, 0.147 mmol) was dissolved in dichloromethane (5 mL) by warming on a hot water bath. Oxalyl chloride (0.018 mL, 0.20 mmol) was added at room temperature under nitrogen and the reaction mixture was stirred for 2 h. The solvent was removed under reduced pressure. The crude material was re-dissolved in dichloromethane (5 mL) and a solution of absolute EtOH (0.012 mL, 0.20 mmol) and triethylamine (0.028 mL, 0.20 mmol) in dichloromethane (2 mL) was added drop-wise.
  • 18
    • 79951509845 scopus 로고    scopus 로고
    • 1998; Chem. Abstr. 1998, 129, 122563.
    • (1998) Chem. Abstr. , vol.129 , pp. 122563


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.