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Synthesis 2019; 51(22): 4165-4169
DOI: 10.1055/s-0039-1690191
DOI: 10.1055/s-0039-1690191
paper
Thermally Induced Intramolecular Benzannulation of Diazoacetoacetate Enones Tethered with Unactivated Alkynes: Synthesis of Substituted 6H-Benzo[c]chromenes
This work was supported by the National Natural Science Foundation of China (21801198) and by the Wuhan Institute of Technology (17QD05).Weitere Informationen
Publikationsverlauf
Received: 13. Mai 2019
Accepted after revision: 06. August 2019
Publikationsdatum:
28. August 2019 (online)
Abstract
A facile and efficient intramolecular benzannulation strategy for the synthesis of substituted 6H-benzo[c]chromenes from diazoacetoacetate enones tethered with unactivated alkynes has been developed. The reaction proceeds in moderate to good yields under operationally simple conditions with thermally induced [4+2]-annulation of intermediate vinyl ketenes as the key step.
Key words
vinyl ketene - Wolff rearrangement - benzannulation - 6H-benzo[c]chromene - diazoacetoacetate enoneSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0039-1690191.
- Supporting Information
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