A direct
Csp3–H bond oxidative thioesterification
of methyl ketones with aromatic thiols/disulfides promoted by TBAI/K2S2O8 has been developed. The reaction
provides successfully a simple and efficient method for the synthesis
of functionalized α-ketothioesters of aromatic thiols. This
practical methodology exhibits readily available starting materials,
large-scale applicability, synthetic application, and broad functional
group tolerance. A possible mechanism for the transformation is proposed.
A strategy for the rapid synthesis of 3‐substituted N‐sulfonyl pyrazoles via p‐TSA‐promoted cyclization reactions of sulfonyl hydrazines with N,N‐dimethyl enaminones has been developed. This method achieves both the formation of pyrazole ring and the continued retention of sulfonyl group, providing a series of 3‐substituted N‐sulfonyl pyrazoles in moderate to good yields with good functional group tolerance, easily available starting materials, and can be scaled‐up.
A direct oxidative disulfenylation/cyclization of 2'-hydroxyacetophenones with thiophenols mediated by TBAI/K 2 S 2 O 8 has been successfully developed within this study. The reaction successfully provides an efficient method for the synthesis of functionalized 2,2-dithio-benzofuran-3(2H)-ones, which exhibits readily available starting materials, a broad substrate scope, excellent yields, and large-scale applicability. In a single step, two CÀS bonds and one CÀO bond are simultaneously built on the same sp 3 carbon atom under transitionmetal-free conditions.
A fast and efficient Selectfluor-triggered fluorination/cyclization reaction of o-hydroxyarylenaminones has been successfully developed. The reaction successfully provides an expedient method for the synthesis of 3-fluoro-chromones promoted by potassium carbonate, which shows readily available starting materials and is easy to operate. In addition, a plausible mechanism of this tandem cyclization reaction was proposed where 4 H-chromen-4-one, 2-(dimethylamino)-3,3-difluorochroman-4-one, and 3,3-difluoro-2-hydroxychroman-4-one were not found to be the reactive intermediates. Moreover, these novel compounds have been obtained in moderate to good yields, and their structures have been confirmed by 1H NMR, 13C NMR, and high-resolution mass spectrometry.
O 8 -promoted multicomponent domino protocol has been developed for the synthesis of various functionalized 3indolyl-pyrroles from simple and readily available aryl methyl ketones, enaminones, and indoles. This domino process involves sequential C(sp 3 ) À H bond oxidative functionalization and cyclization. This practical methodology have significant advantages including simple and readily available starting materials, mild reaction conditions, high tolerance of various functional groups, and very simple operation.
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