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Volumn 61, Issue 22, 2005, Pages 5303-5309

Synthesis of 2,3-dihydroimidazo[1,2-a]pyrimidin-5(1H)-ones by the domino Michael addition retro-ene reaction of 2-alkoxyiminoimidazolidines and acetylene carboxylates

Author keywords

2,3 Dihydroimidazo 1,2 a pyrimidin 5(1H) ones; 8 Alkoxyimidazo 1,2 a pyrimidin 5(3H) ones; Domono Michael addition retro ene reacion; N acylation; N alkylation; N formylation; X ray crystal structure analysis

Indexed keywords

2 BENZYLOXYIMINOIMIDAZOLIDINE; 2 METHOXYIMINOIMIDAZOLIDINE; 2,3 DIHYDRO 1H IMIDAZO[1,2 A]PYRIMIDIN 5 ONE; 5 OXO 1,2,3,5 TETRAHYDROIMIDAZO[1,2 A]PYRIMIDINE 7 CARBOXYLIC ACID ETHYL ESTER; 5 OXO 1,2,3,5 TETRAHYDROIMIDAZO[1,2 A]PYRIMIDINE 7 CARBOXYLIC ACID METHYL ESTER; 5 OXO 7 PHENYL 2,3 DIHYDRO 5H IMIDAZO[1,2 A]PYRIMIDIN 1 CARBOXALDEHYDE; 7 METHYL 2,3 DIHYDRO 1H IMIDAZO[1,2 A]PYRIMIDIN 5 ONE; 7 PHENYL 2,3 DIHYDRO 1H IMIDAZO[1,2 A]PYRIMIDIN 5 ONE; 8 BENZYLOXY 2,8 DIHYDRO 3H IMIDAZO[1,2 A]PYRIMIDIN 5 ONE; 8 METHOXY 2,8 DIHYDRO 3H IMIDAZO[1,2 A]PYRIMIDIN 5 ONE; 8 METHOXY 7 METHYL 2,8 DIHYDRO 3H IMIDAZO[1,2 A]PYRIMIDIN 5 ONE; CARBOXYLIC ACID DERIVATIVE; IMIDAZOLINE DERIVATIVE; PYRIMIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 18844448127     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2005.03.063     Document Type: Article
Times cited : (22)

References (22)
  • 2
    • 73249152175 scopus 로고
    • Ger. Offen. 2,418,537, 1974;
    • Schnidler, O. Ger. Offen. 2,418,537, 1974; Chem. Abstr. 1975, 82, 73018q.
    • (1975) Chem. Abstr. , vol.82
    • Schnidler, O.1
  • 15
    • 18844433398 scopus 로고    scopus 로고
    • note
    • The geometries of 2-iminoimidazolidine, compound 2 and the tautomeric structures 11 and 11A were fully optimized using a molecular orbital ab initio method at the Hartree-Fock level of theory with the 6-31G** basis set. The calculations were carried out using the SPARTAN program distributed by Wavefunction Inc. and installed on a Silicon Graphics O2 workstation.
  • 19
    • 18844389067 scopus 로고    scopus 로고
    • note
    • The B3LYP/6-31G** method as implemented into Spartan for PC (Wavefunction Inc.) was used throughout this study because of its compromise between accuracy and computer time. The DFT transition states (TS) were located by transition state option, and were characterized by the presence of only one imaginary frequency.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.