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

Title
Zn(II)-Catalyzed One-Pot Synthesis of Coumarins from Ynamides and Salicylaldehydes
Author
윤소원
Keywords
NITRIC-OXIDE SYNTHASE; MEDICINAL CHEMISTRY; ALKYNYL BROMIDES; ALDEHYDES; IMINOCOUMARINS; ACCESS; 3-ARYLCOUMARIN; DERIVATIVES; CYCLIZATION; AMIDATIONS
Issue Date
2019-05
Publisher
AMER CHEMICAL SOC
Citation
ORGANIC LETTERS, v. 21, NO 9, Page. 3422-3426
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.
URI
https://pubs.acs.org/doi/10.1021/acs.orglett.9b01181https://repository.hanyang.ac.kr/handle/20.500.11754/111788
ISSN
1523-7060; 1523-7052
DOI
10.1021/acs.orglett.9b01181
Appears in Collections:
COLLEGE OF NATURAL SCIENCES[S](자연과학대학) > CHEMISTRY(화학과) > Articles
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