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Exploiting synthetic chemistry with mesoionic rings:: Improvements achieved with thioisomunchnones

Journal

ACCOUNTS OF CHEMICAL RESEARCH
Volume 38, Issue 6, Pages 460-468

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ar040212r

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The chemistry of mesoionic rings, especially their use as masked dipoles, has been a fruitful area of research since the late 1950s. With recent advances in the control of regio- and stereo chemistry, the dipolar cycloaddition led to widespread application. In this Account, we illustrate our contribution employing thioisomunchnones, a class of mesoionics that has found use in creating a series of heterocyclic systems hitherto inaccessible by conventional 1,3-dipolar cycloaddition. We also provide some rationalizations from computations and comment on future directions.

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