Metal-free tandem oxidative C(sp(3))-H bond functionalization of alkanes and dearomatization of N-phenyl-cinnamamides: access to alkylated 1-azaspiro[4.5]decanes

Metal-free tandem oxidative C(sp(3))-H bond functionalization of alkanes and dearomatization of N-phenyl-cinnamamides: access to alkylated 1-azaspiro[4.5]decanes

The TBPB promoted tandem oxidative C(sp(3))-H bond functionalization of simple alkanes/alkylation-initiated dearomatization of N-phenyl-cinnamamides is reported, providing a direct method for the synthesis of alkylated 1-azaspiro[4.5]decanes with excellent regioselectivity and diastereoselectivity....

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2016-01, Vol.52 (3), p.477-480
Hauptverfasser: Zhang, Honglin, Gu, Zhangxi, Xu, Pan, Hu, Hongwen, Cheng, Yixiang, Zhu, Chengjian
Format: Artikel
Sprache:eng
Schlagworte:
Alkanes
Alkylation
Bonding
Construction
Formations
Synthesis
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Zusammenfassung:The TBPB promoted tandem oxidative C(sp(3))-H bond functionalization of simple alkanes/alkylation-initiated dearomatization of N-phenyl-cinnamamides is reported, providing a direct method for the synthesis of alkylated 1-azaspiro[4.5]decanes with excellent regioselectivity and diastereoselectivity. The formation of two C(sp(3))-C(sp(3)) bonds and construction of a spirodienone motif are involved in one step.
ISSN:1359-7345
1364-548X
DOI:10.1039/c5cc07175e