Sequential bicyclization of biphenyl acetamides promoted by (COCl) 2/SnCl 4. Total synthesis of 4, 5-dioxoaporphines
R Suau, JM López-Romero, R Rico
Index: Suau, Rafael; Lopez-Romero, Juan Manuel; Rico, Rodrigo Tetrahedron, 1997 , vol. 53, # 42 p. 14397 - 14410
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Citation Number: 11
Abstract
The reaction of biphenyl acetamides with excess of oxalyl chloride/stannyl chloride offers a one pot, high-yield entry to 4, 5-dioxoaporphine alkaloids. This strategy has been applied to the synthesis of 4, 5-dioxodehydrocorydine starting from 1-iodo-2, 3-dimethoxybenzene. The cytotoxicity of tetraoxygenated 4, 5-dioxoaporphines has been evaluated.
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