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Synthesis 2020; 52(07): 993-1006
DOI: 10.1055/s-0039-1690816
DOI: 10.1055/s-0039-1690816
short review
Directing-Group-Assisted Transition-Metal-Catalyzed Direct C–H Oxidative Annulation of Arenes with Alkynes for Facile Construction of Various Oxygen Heterocycles
This work was financially supported by grants from the National Natural Science Foundation of China (No. 21602089), the Natural Science Foundation of Jiangxi Province (No. 20181BAB203004), the Fundamental Research Funds for the Central Universities (No. 2020kfyXJJS044), Open Project Program of Jiangxi Key Laboratory of Functional Organic Molecules, Jiangxi Science and Technology Normal University (No. 2019001), Open Project Program of Key Laboratory of Functional Small Organic Molecule, Ministry of Education, Jiangxi Normal University (No. KLFS-KF-201914).Further Information
Publication History
Received: 18 December 2019
Accepted after revision: 19 January 2020
Publication Date:
10 February 2020 (online)
Abstract
The most recent advances in the construction of oxygen heterocycles by the directing-group-assisted transition-metal-catalyzed direct oxidative annulation of arenes with diverse alkynes are summarized in this review. More than 140 recent research papers and many closely related reviews are referenced in this paper. Nine different oxygen heterocycles frameworks are discussed. Several traditional transition-metal catalysts as well as some classical non-noble metals are utilized to promote the annulation. Three plausible controlling models are disclosed to clarify the excellent regioselectivity outcomes achieved in case of unsymmetrical alkyne substrates.
1 Introduction
2 Coumarins
3 I socoumarins and Their Analogues
4 2-Pyrones and Their Analogues
5 Chromones and Chroman-4-ones
6 Chromenes and Isochromenes
7 Fused Polycyclic Oxygen Heteroaromatics
8 Benzofurans, Dihydrobenzofurans, and Furans
9 Phthalides and Benzofuranones
10 Benzoxepines
11 Conclusion
-
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