Key Laboratory for Green Organic Synthesis and Application of Hunan Province, College of Chemistry , Xiangtan University , Hunan 411105 , P. R. China.
Xiangya School of Pharmaceutical Sciences , Central South University , Hunan 410013 , P. R. China.
Org Lett. 2019 Aug 2;21(15):6117-6121. doi: 10.1021/acs.orglett.9b02264. Epub 2019 Jul 19.
A convenient Fe-catalyzed four-component radical dual difunctionalization and ordered assembly of two alkenes with aromatic/aliphatic aldehydes and TBHP to provide chain elongated β,δ-functionalized ketones via a one-pot procedure has been developed. Aldehydes were homolytically cleavaged to produce acyl radicals and subsequently allowed for the successive construction of C(sp)-C(sp), C(sp)-C(sp), and C(sp)-O bonds via dual radical insertions and radical-radical coupling, following the intrinsic nucleo/electrophilic reactivity of both the radicals and alkenes.
一种方便的 Fe 催化的四组分自由基双官能化和两个烯烃与芳香/脂肪醛和 TBHP 的有序组装,通过一锅法提供了通过链延长β,δ-官能化酮。醛通过均裂裂解产生酰基自由基,随后通过双自由基插入和自由基-自由基偶联,在自由基和烯烃的固有亲核/亲电性反应性的作用下,连续构建 C(sp)-C(sp)、C(sp)-C(sp)和 C(sp)-O 键。