Copper Catalysis for Nicotinate Synthesis through  β‐ Alkenylation/Cyclization of Saturated Ketones with  β ‐Enamino Esters | Zendy

Ling Fei | Zendy; Xiao Lian | Zendy; Fang Lu | Zendy; Lv Yaping | Zendy; Zhong Weihui | Zendy

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Copper Catalysis for Nicotinate Synthesis through β‐ Alkenylation/Cyclization of Saturated Ketones with β ‐Enamino Esters

Author(s) -

Ling Fei,

Xiao Lian,

Fang Lu,

Lv Yaping,

Zhong Weihui

Publication year - 2018

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201701031

Subject(s) - chemistry , annulation , enamine , aromatization , intermolecular force , catalysis , condensation , organic chemistry , combinatorial chemistry , medicinal chemistry , molecule , physics , thermodynamics

The first example of a Cu‐catalyzed and 4‐OH‐TEMPO mediated intermolecular [3+3] annulation of saturated ketones with β ‐enamino esters is reported herein, which was successfully used for the synthesis of versatile nicotinates through sequential β‐ C( sp 3 )‐H bond alkenylation, enamine‐carbonyl condensation and aromatization. This protocol tolerates a variety of functional groups, thereby providing a practical and efficient method for the fabrication of 5H ‐chromeno[4,3‐b]pyridin‐5‐one skeletons.

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