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Title: Cyclization of o-Alkynylisocyanobenzenes with 1,3-Dicarbonyl Compounds
Authors: Kannika La-Ongthong
Natthapat Sawekteeratana
Jasarin Klaysuk
Darunee Soorukram
Pawaret Leowanawat
Vichai Reutrakul
Sucheewin Krobthong
Patompon Wongtrakoongate
Chutima Kuhakarn
Mahidol University
Keywords: Chemistry
Issue Date: 1-Jan-2022
Citation: Synlett. (2022)
Abstract: A facile and convenient reaction of o-alkynylisocyanobenzenes with various active-methylene compounds, including 1,3-diesters, 1,3-diketones, β-keto esters, and β-keto amides, under Brønsted basic conditions, has been developed. Diethyl malonate reacted smoothly with a collection of o-alkynylisocyanobenzenes to provide the corresponding 2-quinolin-2-yl malonates in excellent yields. Acetylacetone gave a mixture of quinolin-4-yl and quinolin-2-yl derivatives. Acetoacetate esters and acetoacetyl amide derivative initially gave 2-quinolin-2-yl adducts that underwent partial deacetylation under the reaction conditions.
ISSN: 14372096
Appears in Collections:Scopus 2022

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