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Synthesis 2022; 54(09): 2148-2156
DOI: 10.1055/s-0040-1719892
DOI: 10.1055/s-0040-1719892
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Brønsted Acid Catalyzed Direct Annulation of Alkoxyallenes and Naphthols to Chroman Ketals
Financial support from the National Natural Science Foundation of China (21602231, 21772227) and the Natural Science Foundation of Jiangsu Province (Grant No. BK20191197) is gratefully acknowledged.
Abstract
A straightforward Brønsted acid-catalyzed and scalable annulation of alkoxyallenes with simple naphthols was developed, affording chroman ketals in 49–84% yields. The versatile chroman ketals can be easily converted into coumarins by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ)-mediated oxidation, and a series of 2-substituted chromans via nucleophilic substitutions.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1719892.
- Supporting Information
Publication History
Received: 01 December 2021
Accepted after revision: 20 December 2021
Article published online:
14 February 2022
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