Transition Metal-Catalyzed Tandem Reactions of Ynamides for Divergent N-Heterocycle Synthesis

Autor:	Feng-Lin Hong, Long-Wu Ye
Rok vydání:	2020
Předmět:	Tandem 010405 organic chemistry Stereochemistry Heterocycle synthesis General Medicine General Chemistry 010402 general chemistry Triple bond 01 natural sciences 0104 chemical sciences Catalysis chemistry.chemical_compound Transition metal chemistry Group (periodic table) Amide
Zdroj:	Accounts of Chemical Research. 53:2003-2019
ISSN:	1520-4898 0001-4842
DOI:	10.1021/acs.accounts.0c00417
Popis:	ConspectusYnamides are electron-rich heteroatom-substituted alkynes with a C-C triple bond directly attached to the amide group. Importantly, this amide group is able to impose an electronic bias, thus resulting in the highly regioselective attack of this polarized alkyne by a large variety of nucleophiles. Over the past two decades, catalytic reactions of ynamides have experienced dramatic developments, especially those catalyzed by transition metals. As a result, ynamides have been widely applied to the rapid and efficient assembly of versatile structurally complex N-containing molecules, especially in an atom-economic and stereoselective way.On the basis of newly developed ynamide preparations and new alkyne transformations, we first developed oxidation-initiated tandem reactions of ynamides such as zinc-catalyzed ynamide oxidation/C-H functionalization and copper-catalyzed ynamide oxidation/carbene metathesis, leading to divergent synthesis of isoquinolones, β-carbolines, and pyrrolo[3,4
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::1084bce7a15a8f3170fc452c7e5753e4 https://doi.org/10.1021/acs.accounts.0c00417 Zobrazit plný text záznamu