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

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

Herein, we report a KO t Bu-catalysed α-homoallylic alkylation of acyclic amides with 1-aryl-1,3-dienes. With this transition metal-free and atom-economic protocol, a series of α-homoallylic alkylated acyclic amides were synthesized in good to excellent yields. This transformation is proposed to pro...

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Veröffentlicht in:Molecular diversity 2023-06, Vol.27 (3), p.1481-1487
Hauptverfasser: Xiang, Yunfei, Du, Ruisheng, Wang, Shang, Wu, Xiang, Tang, Jie, Yang, Fan, Xing, Dong
Format: Artikel
Sprache:eng
Schlagworte:
Biochemistry
Biomedical and Life Sciences
Efficiency
Investigations
Life Sciences
Organic Chemistry
Pharmacy
Polymer Sciences
Potassium
Short Communication
Solvents
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Zusammenfassung:Herein, we report a KO t Bu-catalysed α-homoallylic alkylation of acyclic amides with 1-aryl-1,3-dienes. With this transition metal-free and atom-economic protocol, a series of α-homoallylic alkylated acyclic amides were synthesized in good to excellent yields. This transformation is proposed to proceed through a cation-π interaction-based C–C bond formation from the in situ-generated potassium enolate with the diene unit. Graphical abstract
ISSN:1381-1991
1573-501X
DOI:10.1007/s11030-022-10503-8