Aromatization-driven cascade [1,5]-hydride transfer/cyclization for synthesis of spirochromanes
ORGANIC CHEMISTRY FRONTIERS(2023)
Abstract
An aromatization-driven hydride transfer-involved alpha-C(sp(3))-H bond functionalization of the oxygen atom was developed. In this transformation, easily prepared p-quinone methides were applied as aromatic precursors to initiate a [1,5]-hydride transfer/cyclization reaction for generating cyclohexadienone fused spirochromanes. A variety of spirochromanes, including privileged molecules with two spirochromane moieties linked by an alkenyl or a phenyl group, were obtained in high efficiency. In addition, the derivatizations of products were conducted to further enrich the diversity of the structure.
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Key words
spirochromanes,synthesis,transfer/cyclization,aromatization-driven,]-hydride
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