A rapid one-pot synthesis of 2,4,6-triaryl-3-aroyl-4-hydroxy-1,1-cyclohexanedicarbonitriles and 2-aminoisophthalonitriles under microwave activation

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry

Volumn 42, Issue 1, 2003, Pages 135-139

  Laskar, Dhrubojyoti D ^a   Prajapati, Dipak ^a   Sandhu, Jagir S ^a  

^a REGIONAL RESEARCH LABORATORY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

CYANIDE; CYCLOHEXANE DERIVATIVE; MALONONITRILE; NITRILE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CYCLIZATION; DECOMPOSITION; ENVIRONMENTAL TEMPERATURE; MICROWAVE IRRADIATION; POLYMERIZATION; PRESSURE; REACTION ANALYSIS; REACTION TIME; SYNTHESIS;

EID: 0037234060     PISSN: 03764699     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (28)

1. Freeman F, Chem Rev, 80, 1980, 329.
2. Jones G R N, Nature, 235, 1972, 257, Freeman F, Synthesis, 1981, 925.
3. Jones G R N, Nature, 235, 1972, 257, Freeman F, Synthesis, 1981, 925.
4. Woodward R B, Ayer W A, Beaton J M, Bickelhaupt F, Bonnett R, Buchschacher P, Closs G L, Dutler H, Hannah J, Hauck F P, Ito S, Langemann A, Goff E Le, Leimgruber W, Lwowrki W, Sauer J, Valenta Z & Volz H. J Am Chem Soc, 82, 1960, 3800.
5. Bestus J B, Tetrahedron Lett. 1963, 955.
6. Bargain M C R, Hebd Scances Acad Sci, 254, 1962, 130; Bargain M C R, Hebd Scances Acad Sci, 255, 1962, 1948, Holmes H L & Currie D J, Can J Chem, 47, 1969, 4076.
7. Bargain M C R, Hebd Scances Acad Sci, 254, 1962, 130; Bargain M C R, Hebd Scances Acad Sci, 255, 1962, 1948, Holmes H L & Currie D J, Can J Chem, 47, 1969, 4076.
8. Bargain M C R, Hebd Scances Acad Sci, 254, 1962, 130; Bargain M C R, Hebd Scances Acad Sci, 255, 1962, 1948, Holmes H L & Currie D J, Can J Chem, 47, 1969, 4076.
9. Meschino J A, US Pat, 3, 1969, 483, 186.
10. Abramovitch R A, Org Prep Proc Int, 23, 1991, 683, Mingos D M P & Baghurst D R, Chem Soc Rev, 20, 1991, 1; Raner K D, Strauss C R, Traunor R W & Thorn J S, J Org Chem, 1995, 60, 2456; Cablewski T, Faux A F & Strauss C R, J Org Chem, 59, 1994, 3408.
11. Abramovitch R A, Org Prep Proc Int, 23, 1991, 683, Mingos D M P & Baghurst D R, Chem Soc Rev, 20, 1991, 1; Raner K D, Strauss C R, Traunor R W & Thorn J S, J Org Chem, 1995, 60, 2456; Cablewski T, Faux A F & Strauss C R, J Org Chem, 59, 1994, 3408.
12. Abramovitch R A, Org Prep Proc Int, 23, 1991, 683, Mingos D M P & Baghurst D R, Chem Soc Rev, 20, 1991, 1; Raner K D, Strauss C R, Traunor R W & Thorn J S, J Org Chem, 1995, 60, 2456; Cablewski T, Faux A F & Strauss C R, J Org Chem, 59, 1994, 3408.
13. Abramovitch R A, Org Prep Proc Int, 23, 1991, 683, Mingos D M P & Baghurst D R, Chem Soc Rev, 20, 1991, 1; Raner K D, Strauss C R, Traunor R W & Thorn J S, J Org Chem, 1995, 60, 2456; Cablewski T, Faux A F & Strauss C R, J Org Chem, 59, 1994, 3408.
14. Majdoub M, Loupy A, Peter A & Roudesli M S, Tetrahedron, 52, 1969, 617 and references cited therein; Caddick S, Tetrahedron, 51, 1995, 10403; Mingos D M & Baghurst D R, Chem Soc Rev, 20, 1991, 1-47; Giguere R J, Organic Synthesis, Theory and Application JAI Press, 1, 1989, 103; Bose A K, Manhas M S, Ghosh M, Shah M, Raju V S, Bari S S, Newaz S N, Banik B K, Choudhury A G & Borakat A J, J Org Chem, 56, 1991, 6968.
15. Majdoub M, Loupy A, Peter A & Roudesli M S, Tetrahedron, 52, 1969, 617 and references cited therein; Caddick S, Tetrahedron, 51, 1995, 10403; Mingos D M & Baghurst D R, Chem Soc Rev, 20, 1991, 1-47; Giguere R J, Organic Synthesis, Theory and Application JAI Press, 1, 1989, 103; Bose A K, Manhas M S, Ghosh M, Shah M, Raju V S, Bari S S, Newaz S N, Banik B K, Choudhury A G & Borakat A J, J Org Chem, 56, 1991, 6968.
16. Majdoub M, Loupy A, Peter A & Roudesli M S, Tetrahedron, 52, 1969, 617 and references cited therein; Caddick S, Tetrahedron, 51, 1995, 10403; Mingos D M & Baghurst D R, Chem Soc Rev, 20, 1991, 1-47; Giguere R J, Organic Synthesis, Theory and Application JAI Press, 1, 1989, 103; Bose A K, Manhas M S, Ghosh M, Shah M, Raju V S, Bari S S, Newaz S N, Banik B K, Choudhury A G & Borakat A J, J Org Chem, 56, 1991, 6968.
17. Majdoub M, Loupy A, Peter A & Roudesli M S, Tetrahedron, 52, 1969, 617 and references cited therein; Caddick S, Tetrahedron, 51, 1995, 10403; Mingos D M & Baghurst D R, Chem Soc Rev, 20, 1991, 1-47; Giguere R J, Organic Synthesis, Theory and Application JAI Press, 1, 1989, 103; Bose A K, Manhas M S, Ghosh M, Shah M, Raju V S, Bari S S, Newaz S N, Banik B K, Choudhury A G & Borakat A J, J Org Chem, 56, 1991, 6968.
18. Majdoub M, Loupy A, Peter A & Roudesli M S, Tetrahedron, 52, 1969, 617 and references cited therein; Caddick S, Tetrahedron, 51, 1995, 10403; Mingos D M & Baghurst D R, Chem Soc Rev, 20, 1991, 1-47; Giguere R J, Organic Synthesis, Theory and Application JAI Press, 1, 1989, 103; Bose A K, Manhas M S, Ghosh M, Shah M, Raju V S, Bari S S, Newaz S N, Banik B K, Choudhury A G & Borakat A J, J Org Chem, 56, 1991, 6968.
19. Baruah B, Boruah A, Prajapati D & Sandhu J S, Tetrahedron Lett, 38, 1997, 1449; Boruah A, Baruah B, Prajapati D, Sandhu J S & Ghosh A C, Tetrahedron Lett, 37, 1996, 4203.
20. Baruah B, Boruah A, Prajapati D & Sandhu J S, Tetrahedron Lett, 38, 1997, 1449; Boruah A, Baruah B, Prajapati D, Sandhu J S & Ghosh A C, Tetrahedron Lett, 37, 1996, 4203.
21. Prajapati D & Sandhu J S, Chemistry Lett, 1992, 1945.
22. Tyndall D V, Nakib T & Meegan M J, Tetrahedron Lett, 29, 1988, 2703.
23. Sato J L, Scoane C & Ciller J A, An Quim, 76C, 1980, 281.
24. The structure 4 was confirmed by comparison with an authentic sample prepared as described by Geald K & Schill W, J Parkt Chem, 1971, 313, 678.
25. Weir M R S & Hyne J B, Can J Chem, 43, 1965, 772, Little E I, Middleton W J, Coffman D D Engelhardt E A & Sausen G N, J Am Chem Soc, 80, 1958 2832.
26. Weir M R S & Hyne J B, Can J Chem, 43, 1965, 772, Little E I, Middleton W J, Coffman D D Engelhardt E A & Sausen G N, J Am Chem Soc, 80, 1958 2832.
27. Martin N, Segura C & Sato J L, J Chem Res(S), 1990, 310.
28. Hanson G A, Bull Soc Chim Beiges, 65, 1956, 1024.