A Pd/norbornene/Cu cooperative catalysis for the efficient synthesis of 2-(arylthio)aryl ketones from aryl halides and thioesters has been developed. The first example of cooperative catalysis by palladium, norbornene, and copper, wherein the C(O)-S bond of thioesters is cleaved by a Pd(II) palladacycle with the assistance of CuI, has been observed.
A palladium-catalyzed synthesis of α-alkynyl anilines is reported. The reaction proceeds via Catellani ortho C-H amination followed by decarboxylative alkynylative amination. Different terminal alkyne precursors were screened, and it was found that alkynyl carboxylic acids were superior over other alkynes, which led to operationally simple reaction conditions (no gradual addition of alkynes) and broad substrate scope. The reactivity of three different components matched well; as a result, relatively higher reaction temperature could be used, greatly shortening the reaction time to 4 h from the previously reported 144 h.
Herein reported is
a nickel-catalyzed reductive aryl thiocarbonylation
of alkene via thioester group transfer strategy by using simple and
readily available thioesters. In contrast to traditional activation
of weaker C(acyl)–S bond, the C(acyl)–C bond of thioester
was selectively cleaved to enable this reaction under mild conditions.
Furthermore, this approach features operational simplicity and broad
substrate scope, providing a complementary and practical route for
thioester synthesis without requiring toxic thiol or CO gas.
A palladium/norbornene-catalyzedortho-C–H alkylation andipso-alkynylation reaction for the synthesis of 2-alkyl-1-alkynyl arenes was reported, where the use of bulky 1,1-dimethyl-2-alkynols led to significant suppression of the formation ofO-alkylation and norbornene alkynylation by-products.
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