Synthesis of Alkyl-Substituted Pyridines by Directed Pd(II)-Catalyzed C-H Activation of Alkanoic Amides

Peng Hu; Thorsten Bach

doi:10.1055/s-0035-1560810

Synthesis of Alkyl-Substituted Pyridines by Directed Pd(II)-Catalyzed C-H Activation of Alkanoic Amides

Peng Hu, Thorsten Bach

Lehrstuhl für Organische Chemie I

Technische Universität München

Publikation: Beitrag in Fachzeitschrift › Artikel › Begutachtung

14 Zitate (Scopus)

Abstract

A general alkylation protocol for substituted iodopyridines was developed (32 examples, 44-97% yield). The reaction is based on the Pd(II)-catalyzed C-H activation of 8-aminoquinoline-derived alkanoic amides and it employs a catalyst cocktail of Pd(OAc)₂ (10 mol%), NaI (30 mol%), and (BuO)₂POOH (20 mol%), with Ag₂CO₃ as base.

Originalsprache	Englisch
Aufsatznummer	st-2015-b0706-l
Seiten (von - bis)	2853-2857
Seitenumfang	5
Fachzeitschrift	Synlett
Jahrgang	26
Ausgabenummer	20
DOIs	https://doi.org/10.1055/s-0035-1560810
Publikationsstatus	Veröffentlicht - 17 Dez. 2015

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title = "Synthesis of Alkyl-Substituted Pyridines by Directed Pd(II)-Catalyzed C-H Activation of Alkanoic Amides",

abstract = "A general alkylation protocol for substituted iodopyridines was developed (32 examples, 44-97% yield). The reaction is based on the Pd(II)-catalyzed C-H activation of 8-aminoquinoline-derived alkanoic amides and it employs a catalyst cocktail of Pd(OAc)2 (10 mol%), NaI (30 mol%), and (BuO)2POOH (20 mol%), with Ag2CO3 as base.",

keywords = "8-aminoquinoline, C-H activation, alkylation, palladium, pyridine",

author = "Peng Hu and Thorsten Bach",

note = "Publisher Copyright: {\textcopyright}2015 Georg Thieme Verlag Stuttgart New York Synlett.",

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AU - Bach, Thorsten

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Y1 - 2015/12/17

N2 - A general alkylation protocol for substituted iodopyridines was developed (32 examples, 44-97% yield). The reaction is based on the Pd(II)-catalyzed C-H activation of 8-aminoquinoline-derived alkanoic amides and it employs a catalyst cocktail of Pd(OAc)2 (10 mol%), NaI (30 mol%), and (BuO)2POOH (20 mol%), with Ag2CO3 as base.

AB - A general alkylation protocol for substituted iodopyridines was developed (32 examples, 44-97% yield). The reaction is based on the Pd(II)-catalyzed C-H activation of 8-aminoquinoline-derived alkanoic amides and it employs a catalyst cocktail of Pd(OAc)2 (10 mol%), NaI (30 mol%), and (BuO)2POOH (20 mol%), with Ag2CO3 as base.

KW - 8-aminoquinoline

KW - C-H activation

KW - alkylation

KW - palladium

KW - pyridine

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M1 - st-2015-b0706-l

ER -

Synthesis of Alkyl-Substituted Pyridines by Directed Pd(II)-Catalyzed C-H Activation of Alkanoic Amides

Abstract

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