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Zn(II)-Catalyzed One-Pot Synthesis of Coumarins from Ynamides and Salicylaldehydes

Authors
Yoo, Huen JiYoun, So Won
Issue Date
May-2019
Publisher
AMER CHEMICAL SOC
Citation
ORGANIC LETTERS, v.21, no.9, pp.3422 - 3426
Indexed
SCIE
SCOPUS
Journal Title
ORGANIC LETTERS
Volume
21
Number
9
Start Page
3422
End Page
3426
URI
https://scholarworks.bwise.kr/hanyang/handle/2021.sw.hanyang/147893
DOI
10.1021/acs.orglett.9b01181
ISSN
1523-7060
Abstract
A highly efficient and straightforward synthesis of diversely substituted coumarins from ynamides and salicylaldehydes in the presence of Zn(II) catalyst has been developed. The sulfonamide moiety of ynamides was successfully recycled in this process, serving as an effective traceless directing group for high regioselectivity in the bond-forming event. The advantages of this protocol are good functional group tolerance, broad substrate scope, simple and high-yielding reaction, recovery/reuse of the sulfonamides, low catalyst loading of inexpensive catalyst, and, by these merits, a more cost-effective and greener process.
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