KOtBu-catalysed α-homoallylic alkylation of acyclic amides with 1-aryl-1,3-dienes

作者：Xiang, Yunfei; Du, Ruisheng; Wang, Shang; Wu, Xiang; Tang, Jie; Yang, Fan^*; Xing, Dong^*

来源：MOLECULAR DIVERSITY, 2023, 27(3): 1481-1487.

DOI：10.1007/s11030-022-10503-8

• Amide
• Diene
• Transition metal-free
• Homoallylic alkylation
• KOtBu

Herein, we report a KOtBu-catalysed alpha-homoallylic alkylation of acyclic amides with 1-aryl-1,3-dienes. With this transition metal-free and atom-economic protocol, a series of alpha-homoallylic alkylated acyclic amides were synthesized in good to excellent yields. This transformation is proposed to proceed through a cation-pi interaction-based C-C bond formation from the in situ-generated potassium enolate with the diene unit. @@@ [GRAPHICS] @@@ .