Chemistry of benzo [b] furan. V.. Synthesis of substituted thia??analogs and oxa??analogs of dihydrorutecarpine and evodiamine

A Shafiee…

Index: Shafiee,A.; Mohammadpour-Toiserkani,M. Journal of Heterocyclic Chemistry, 1979 , vol. 16, p. 653 - 656

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Abstract

Abstract Cycloaddition of 3, 4-dihydrobenzo [b] thieno [2, 3-c] pyridine (6) with the sulfinamide anhydride 9 (R= H) afforded the thia-analog of dihydrorutecarpine (2a). Condensation of the imine 6 with the sulfinamide anhydride 9 (R= CH 3) gave the thia- analog of evodiamine (2b). Starting from 1-methyl-3, 4-dihydrobenzo [b] thieno [2, 3-c] pyridine (12) and 1-methyl-3, 4-dihydrobenzo [b] furo [2, 3-c] pyridine (14), a series of 3- ...