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Volumn 18, Issue 21, 1999, Pages 4421-4428

Synthetic Utility of Organometallic Reagents Derived from. Group IV Metal Tetrachlorides and CH3Li. A Direct Synthesis of 2-(2-Keto-1-alkylidene)tetrahydropyrroles from 4-Alkynylamines and Acyl Cyanides

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EID: 0000302425     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om9902380     Document Type: Article
Times cited : (27)

References (21)
  • 6
    • 4243335056 scopus 로고    scopus 로고
    • For a comprehensive review in the area of aminoalkyne cyclizations see: Muller, E. T.; Beler, M. Chem. Rev. 1998, 98, 676.
    • (1998) Chem. Rev. , vol.98 , pp. 676
    • Muller, E.T.1    Beler, M.2
  • 11
    • 11944268330 scopus 로고    scopus 로고
    • U.S. Patent 3,021,349, 1962
    • (a) deButts, E. H. U.S. Patent 3,021,349, 1962.
    • DeButts, E.H.1
  • 13
    • 85088001749 scopus 로고    scopus 로고
    • note
    • 3·2THF in place of 2 led to aminoalkyne cyclization with concomitant generation of an azatitanium intermediate that was lethargic toward acyl cyanide interception.
  • 14
    • 85088001774 scopus 로고    scopus 로고
    • note
    • 9c
  • 16
    • 11944266564 scopus 로고    scopus 로고
    • note
    • (c) We wish to acknowledge the early contribution of Dr. Phil Ho Lee, of these laboratories, who first demonstrated the use of 1a for the cyclization of 3b to 5b
  • 17
    • 0032565078 scopus 로고    scopus 로고
    • For an additional example of transition metal modification by trifluoroethoxy ligand substitution, see: Ryter, K.; Livinghouse, T. J. Am. Chem. Soc. 1998, 120, 2668-2659.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 2668-12659
    • Ryter, K.1    Livinghouse, T.2
  • 18
    • 85088002662 scopus 로고    scopus 로고
    • note
    • 2 was found to promote the efficient cyclization of 5b, leading to an azatitanium intermediate that failed to undergo clean C-acylation in the presence of propanoyl cyanide.
  • 19
    • 85088001572 scopus 로고    scopus 로고
    • note
    • 4·DME (2) (THF, 60 °C, 4 weeks) failed to produce observable quantities of 7k.
  • 20
    • 11944270662 scopus 로고    scopus 로고
    • General experimental details may be found in ref 14
    • General experimental details may be found in ref 14.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.