A convenient and efficient synthesis of 2-arylimino-6,7-dihydrobenzo[][1,3]oxathiol-4(5)-ones was developed via a Rh(OAc)-catalyzed reaction of cyclic 2-diazo-1,3-diketones and aryl isothiocyanates in acetone at 60 °C. This reaction uses readily available stable cyclic 2-diazo-1,3-diketones as a starting material and generates the desired products in good to excellent yields (78-93%). The reaction proceeds under mild reaction conditions, produces only N as the byproduct, and features a broad substrate scope. A plausible mechanism for this reaction is also discussed.
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| http://dx.doi.org/10.1021/acsomega.6b00295 | DOI Listing |
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