Lianyi Cao , Fangzhi Hu , Jiacheng Dong , Xiao-Mei Zhang , Shuai-Shuai Li
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Aromatization-driven cascade [1,5]-hydride transfer/cyclization for synthesis of spirochromanes†
An aromatization-driven hydride transfer-involved α-C(sp3)–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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