Isoxazolinoisoquinoline Heterocycles via Solid-Phase Reissert and Suzuki Reactions
The Journal of Organic Chemistry1998Vol. 63(7), pp. 2244–2250
Citations Over TimeTop 10% of 1998 papers
Abstract
A traceless solid-phase synthesis strategy has been developed that delivers novel isoxazolinoisoquinoline heterocycles. The process consists of solid-phase Reissert formation (isoquinoline → I), Suzuki coupling lithiation, and subsequent C1-alkylation (I → II), and exo-olefin selective 1,3-dipolar nitrile oxide cycloaddition followed by Reissert hydrolysis (II → III) to liberate the targeted heterocycle.
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