A one pot method of conversion of aldehydes into nitriles using iodine in ammonia water: Synthesis of 2-chloro-3-cyanoquinolines

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry

Volumn 48, Issue 1, 2009, Pages 152-154

  Upadhyay, Shraddha ^a   Chandra, Atish ^a   Singh, Radhey M ^a  

^a BANARAS HINDU UNIVERSITY   (India)

Author keywords

2 chloro 3 formyl quinolines; Nitrile; One pot; Oxidant; Transformation

Indexed keywords

EID: 67651087308     PISSN: 03764699     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (27)

1. Erman M B, Snow J W & Williams M J, Tetrahedron Let- 41, 2000, 6749.
2. Chichiro M, Nagamoto H, Takemura L, Kitano K, Komatsu H, Sekiguchi K, Tabusa F, Mori T, Tominnaga M & Yobuuchi Y, J Med Chem, 38, 1995, 353;
3. (b) Serrano J L, Sierra T, Gonzalez Y, Bolm C, Weickhardt K & Magnus A, J Am Chem Soc, 117, 1995, 8312;
4. Jnaneshwara G K, Deshpande V H, Lalithambika, Ravindranathan T & Bedekar A V, Tetrahedran Lett, 39, 1998, 459;
5. Diana G D, Cutchiffe D, Volkots D L, Mallamo J P, Vescio N, Oglesby R C, Nitz T J, Wetzel J, Girand V, Pevear D C & Dutko F J, J Med Chem, 36, 1993, 3240;
6. (e) Khanna I K, Weier R M, Yu Y, Xu X D, Koazyk F J, Collins PW, Koboldt C M, Veenhuizen A W, Perkins W E, Caster J J, Maslerrer J L, Zhang Y Y, Gregory S A, Seibert K & Isakson P C, J Med Chem, 40, 1997, 1634;
7. (e) Medwid J B, Paul R, Baker J S, Brockman J A, Du M T, Hallett W A, Hanifin J W, Hardy R A.Tarrent M E, Torley I W & Wrenn S, J Med Chem, 33, 1990, 1230;
8. (g) Judkins B D, Allen D G, Cook T A, Evans B & Sardharwala T E, Synth Commun, 26, 1996, 4351;
9. (h) March J, Advanced Organic Chemistry, John Wiley & Sons, New York, 1992, pp. 918-919 and literatures cited therein.
10. (a) March J, Advanced Organic Chemistry, John Wiley & Sons: New York, 1992, pp. 1038-1039 and literatures cited therein;
11. (b) Meshram H M, Synthesis, 1992, 943;
12. Katritzky A R, Zhanmg G F & Fan W Q, Org Prep Proc Int, 25, 1993, 315.
13. (a) Olah G A, & Keumi T, Synthesis 1979, 112 and references cited therein;
14. (b) Saednya A, Synthesis, 1982, 190;
15. Bose D S, & Narsaiah A V, Tetrahedron Lett, 39, 1998, 6533;
16. Kumar H M S, Reddy B V S, Reddy P T & Yadav J S, Synthesis, 1999, 586.
17. Brackman W, & Smit P J, Recl Trav Chim, 82, 1963, 757.
18. Parameswaran K N & Friedman O M, Chem Ind, 1965, 988.
19. (a) Misono A, Osa T & Koda S, Bull Chem Soc Jpn, 40, 1967, 287;
20. (b) Talukdar S, Hsu J-L Chou T-C & Fang J-M, Tetrahedron Lett, 42, 2001, 1103.
21. Erman M B, Snow J W & Williams M J, Tetrahedron Lett, 41, 2000, 6749.
22. (a) Singh R M, Srivastava A & Chandra A, Indian J Chem, 44B, 2005, 2077;
23. (b) Singh R M. Srivastava A & Singh M K, Indian J Chem, 45B, 2006, 292;
24. Singh R M, Srivastava A & Chandra A, Indian J Chem. 46B. 2007, 303;
25. Singh R M, Chandra A, Singh M K, Synth Commun, 37, 2007, 1689;
26. (e) Singh R M, Singh M K, Chandra A & Singh B, Tetrahedron Lett, 48, 2007, 5987;
27. (f) Singh R M & Srivastava Á, Indian J Chem, 44B, 2005, 1868.