aza-Annulation of Tetrahydroisoquinoline Derived Enamines: Efficient and Convergent Routes to Novel Functionalized Benzo[a]quinolizin-4-ones and Pyrimido[6,1-a]isoquinoline Derivatives

Synlett

Volumn , Issue 15, 2003, Pages 2369-2373

  Chakrabarti, Sriparna ^a   Srivastava, Manish C ^a   Ila, Hiriyakkanavar ^a   Junjappa, Hiriyakkanavar ^b  

^a INDIAN INSTITUTE OF TECHNOLOGY KANPUR   (India)

^b BioOrganics & Applied Materials Pvt Ltd   (India)

Author keywords

1,3 biselectrophiles; aza annulations; Benzo a quinolizin 4 ones; Enamines; Pyrimido 6,1 a isoquinolines

Indexed keywords

BENZO[A]QUINOLIZIN 4 ONE DERIVATIVE; BENZO[A]QUINOLIZINE DERIVATIVE; ENAMINE; ENAMINONE; HETEROCYCLIC COMPOUND; NITROENAMINE; PYRIMIDINONE DERIVATIVE; PYRIMIDO[6,1 A]ISOQUINOLINE DERIVATIVE; TETRAHYDROISOQUINOLINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; AZA ANNULATION REACTION; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; INFRARED SPECTROSCOPY; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS; THIN LAYER CHROMATOGRAPHY;

EID: 0348010514     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2003-42120     Document Type: Article

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35. All new compounds gave satisfactory spectral and analytical data.
36. 4 (363.41): C, 72.71; H, 5.82; N, 3.85%. Found: C, 72.89; H, 5.77; N, 3.81%.
37. 6 (359.38): C, 63.50; H, 5.89; N, 3.89%. Found: C, 63.62; H, 5.79; N, 3.81%.
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39. 5 (304.30): C, 59.21; H, 5.30; N, 9.21%. Found: C, 59.29; H, 5.22; N, 9.32%.
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44. 3 (426.51): C, 76.03; H, 6.14; N, 6.57%. Found: C, 76.18; H, 6.26; N, 6.49%.
45. 3S (392.47): C, 67.33; H, 5.14; N, 7.14%. Found: C, 67.45; H, 5.08; N, 7.22%.