The iron-catalyzed 2-arylbenzoxazole formation from o-nitrophenols and benzylic alcohols using hydrogen transfer is described. Various 2-arylbenzoxazoles were selectively obtained in good to excellent yields. The reaction tolerated a wide range of functionalities. The alcohol oxidation, nitro reduction, condensation, and dehydrogenation were realized in a cascade without external reducing reagent and oxidant.
2-Aryl benzothiazole formation from aryl ketones and 2-aminobenzenethiols under metal- and I(2)-free conditions was described. Various 2-aryl benzothiazoles were selectively obtained in good yields using molecular oxygen as oxidant. DMSO played an important role in this transformation. Functional groups such as methyl, methoxy, fluoro, chloro, bromo and nitro groups were tolerated under the optimized reaction conditions.
Palladium-catalyzed C-S bond formation via dehydrative-dehydrogenative double C-H sulfuration using sulfur powder is described. The dehydrogenated intermediates of cyclohexanones can be trapped to act as efficient aryl sources under an oxygen atmosphere. This procedure provides a novel approach for the preparation of benzothieno[2,3-b]indoles.
A convenient and efficient method for the synthesis of various symmetrical and non‐symmetrical trans‐stilbene derivatives from benzylic halides in the absence of any transition metals is described. Sodium sulfinates played an important role in this transformation. Various functional groups were well tolerated under the optimized reaction conditions.
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