A new three-step domino Knoevenagel-hetero-Diels-Alder oxidation reaction

Tetrahedron Letters

Volumn 52, Issue 18, 2011, Pages 2324-2326

  Bryhas, Andriy O ^a   Horak, Yuri I ^a   Ostapiuk, Yuri V ^a   Obushak, Mykola D ^a   Matiychuk, Vasyl S ^a  

^a IVAN FRANKO NATIONAL UNIVERSITY OF LVIV   (Ukraine)

Author keywords

2 (2 Propynyloxy)benzaldehyde; 4 Thioxo 1,3 thiazolidin 2 one; Domino Knoevenagel hetero Diels Alder reaction; Domino reactions

Indexed keywords

2 (2 PROPYNYLOXY)BENZALDEHYDE; 4 THIOXO 1,3 THIAZOLIDIN 2 ONE; 6H CHROMENO[4',3':4,5]THIOPYRANO[2,3 D][1,3]THIAZOL 4 IUM 2 OLATE DERIVATIVE; AROMATIC COMPOUND; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; CHEMICAL REACTION; DIELS ALDER REACTION; DOMINO REACTION; KNOEVENAGEL CONDENSATION; OXIDATION;

ALNUS;

EID: 79953291896     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2011.02.081     Document Type: Article

References (16)

1. L.F. Tietze, and U. Beifuss Angew. Chem. 105 1993 137
2. L.F. Tietze, G. Brasche, and K. Gericke Domino Reactions in Organic Synthesis 2006 Wiley-VCH Weinheim pp. 160-185
3. L.F. Tietze Chem. Rev. 96 1996 115 136
4. L.F. Tietze J. Heterocycl. Chem. 27 1990 47
5. L.F. Tietze W. Bartmann, B.M. Trost, Selectivity - A Goal for Synthetic Efficiency 1984 Verlag-Chemie Weinheim 299
6. M. Sakamoto, A. Nozaka, M. Shimamoto, H. Ozaki, Y. Suzuki, S. Yoshioka, M. Nagano, K. Okamura, T. Date, and O. Tamura J. Chem. Soc., Perkin Trans. 1 1995 1759 1770
7. M.J. Khoshkholgh, S. Balalaie, R. Gleiter, and F. Rominger Tetrahedron 64 2008 10924 10929
8. K.C. Majumdar, A. Taher, and S. Ponra Tetrahedron Lett. 51 2010 147 150
9. V.S. Matiychuk, R.B. Lesyk, M.D. Obushak, A. Gzella, D.V. Atamanyuk, Y.V. Ostapiuk, and A.P. Kryshchyshyn Tetrahedron Lett. 49 2008 4648 4651
10. L.F. Tietze, H. Stegelmeier, K. Harms, and T. Brumby Angew. Chem., Int. Ed. Engl. 21 1982 863
11. L.F. Tietze, T. Brumby, M. Pretor, and G. Remberg J. Org. Chem. 53 1988 810
12. 2O and purified by recrystallization from EtOH/DMF to give yellow crystals of 6H-chromeno[4′,3′:4,5]thiopyrano[2,3-d][1,3]thiazol-4- ium-2-olate (5a).
13. 2:, 57.13; H, 2.58; N, 5.12. Found: C, 56.85; H, 2.64; N, 4.99.
14. 2:, 63.14; H, 2.81; N, 4.33. Found: C, 62.93; H, 2.96; N; 4.24.
15. 2:, 65.73; H, 4.14; N, 3.83. Found: C, 65.56; H, 4.29; N, 3.88.
16. 2:, 60.07; H, 3.53; N, 3.50. Found: C, 59.81; H, 3.29; N, 3.62.