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Volumn 66, Issue 1, 2010, Pages 251-258

Tandem reactions of 6-phenylethynylpyrimidine-5-carbaldehydes with alcohols: regioselective synthesis of 5-alkoxy-(7Z)-7-benzylidene-5,7-dihydrofuro[3,4-d]pyrimidines and 5-alkoxy-7-phenyl-5H-pyrano[4,3-d]pyrimidines

Author keywords

5 exo Dig or 6 endo dig cyclization; Acetalisation; Furo 3,4 d pyrimidines; Pyrano 4,3 d pyrimidines; Tandem reactions

Indexed keywords

ALCOHOL DERIVATIVE; ALDEHYDE DERIVATIVE; PYRIMIDINE DERIVATIVE;

EID: 70549086798     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.10.108     Document Type: Article
Times cited : (14)

References (23)
  • 1
    • 0003799267 scopus 로고
    • Stang P.J., and Diederich F. (Eds), VCH, Weinheim, Germany
    • In: Stang P.J., and Diederich F. (Eds). Modern Acetylene Chemistry (1995), VCH, Weinheim, Germany
    • (1995) Modern Acetylene Chemistry
  • 22
    • 70549083728 scopus 로고    scopus 로고
    • note
    • 2S: C 66.10, H 4.71, N 11.56. Found: C 66.29, H 4.89, N 11.65. This compound in chloroform solution exists as a tautomeric mixture of enol (79%) and keto form (21%).
  • 23
    • 70549107856 scopus 로고    scopus 로고
    • note
    • The structures of several starting compounds were optimized using Density Functional Theory (DFT) methods. It was observed, that the carbonyl group is turned towards to the NHR′ moiety (in 6-phenylethynylpyrimidine-5-carbaldehydes bearing primary amino, alkylamino or aniline group in the position 4 of the pyrimidine ring) or turned towards to the triple bond (in 6-phenylethynylpyrimidine-5-carbaldehydes bearing N,N-dialkylamino group in the position 4 of the pyrimidine ring).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.