Cyclization of o -Alkynylisocyanobenzenes with 1,3-Dicarbonyl Compounds
Issued Date
2022-09-01
Resource Type
ISSN
09365214
eISSN
14372096
Scopus ID
2-s2.0-85127327728
Journal Title
Synlett
Volume
33
Issue
14
Start Page
1411
End Page
1418
Rights Holder(s)
SCOPUS
Bibliographic Citation
Synlett Vol.33 No.14 (2022) , 1411-1418
Suggested Citation
La-Ongthong K., Sawekteeratana N., Klaysuk J., Soorukram D., Leowanawat P., Reutrakul V., Krobthong S., Wongtrakoongate P., Kuhakarn C. Cyclization of o -Alkynylisocyanobenzenes with 1,3-Dicarbonyl Compounds. Synlett Vol.33 No.14 (2022) , 1411-1418. 1418. doi:10.1055/a-1784-2513 Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/84172
Title
Cyclization of o -Alkynylisocyanobenzenes with 1,3-Dicarbonyl Compounds
Author's Affiliation
Other Contributor(s)
Abstract
A facile and convenient reaction of o-alkynylisocyanobenzenes with various active-methylene compounds, including 1,3-diesters, 1,3-diketones, -keto esters, and -keto amides, under Br nsted 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.