Pyrrolo [1, 2, 3-de] quinoxalines: unexpected products from 1, 3-dipolar cycloaddition of dihydroimidazolium ylides

…, PMJ Lory, SC Coles, ME Light, MB Hursthouse

Index: Jones, Raymond C.F; Iley, James N.; Lory, Pedro M.J.; Coles, Simon C.; Light, Mark E.; Hursthouse, Michael B. Tetrahedron Letters, 2001 , vol. 42, # 23 p. 3951 - 3954

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Citation Number: 5

Abstract

We have recently reported on the 1,3-dipolar cycloaddition reactions of 4,5-dihydroimidazolium ylides 2, 1 formed in situ from dihydroimidazoles 1 and an alkylating agent, and the application of the adducts in a synthesis of optically active pyrrolidines (Scheme 1). 2., and As part of this programme, we have demonstrated an intramolecular cycloaddition using an α-haloester dipolarophile to give adducts 3. 3 We wished to extend this latter process to α-haloketone ...

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