Citation: Rahul R. NAGAWADE, Devanand B. SHINDE. Zirconyl Chloride Promoted Highly Efficient Domino Synthesis of New 1, 2, 3, 4-Tetrahydroquinoline Derivatives in Water[J]. Chinese Chemical Letters, ;2006, 17(9): 1137-1140. shu

Zirconyl Chloride Promoted Highly Efficient Domino Synthesis of New 1, 2, 3, 4-Tetrahydroquinoline Derivatives in Water

Rahul R. NAGAWADE ^1,2, ,
Devanand B. SHINDE ²

1.
Division of Medicinal Chemistry-New Drug Discovery, Wockhardt Research Centre, Aurangabad-431210(M. S.), India;Department of Chemical Technology, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad-431004(M. S.), India;
2.
Department of Chemical Technology, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad-431004(M. S.), India

Received Date: 9 March 2006

The tetrahydroquinoline moiety is a structural feature of many natural products. By using a domino reaction of aromatic amines and cyclic enol ethers catalyzed by zirconyl chloride in water, various tetrahydroquinoline derivatives were synthesized efficiently. Most cyclized products showed cis selectivity. The cis selectivity was tentatively rationalized due to chelation control in water.
- Anilines,
- cyclic enol ether,
- domino reaction,
- tetrahydroquinoline,
- zirconyl chloride
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