Catalytic base-controlled regiodivergent heteronucleophilic hydrofunctionalization of β,γ-unsaturated amides

Yao Zhao, ^a Jiacheng Rui, ^a Qiang Du, ^a Rizhi Chen, ^b Ying Zhan, ^a Xintao Zheng, ^a Xiaojin Wu^*a

^aInstitute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China.

^bState Key Laboratory of Materials-Oriented Chemical Engineering, Nanjing Tech University, Nanjing 211816, China

Abstract: A general catalytic base-controlled regiodivergent nucleophilic hydrofunctionalization of both terminal and internal β,γ-unsaturated amides has been reported. The atom-economical addition of various S/P-based nucleophiles was also exclusively chemoselective. More than 60 branched or linear heterosubstituted aliphatic amides were synthesized from common starting materials under transition-metal-free conditions. Preliminary mechanistic studies are consistent with our proposed divergent catalytic cycles.

Chem. Commun. DOI: 10.1039/D1CC03440E (IF = 6.222)

文章链接：https://doi.org/10.1039/D1CC03440E