O-Annulation Leading to Five-, Six-, and Seven-Membered Cyclic Diaryl Ethers Involving C-H Cleavage

被引：6

作者：

Rossignon, Alexandre ^{[1
,2
]}

Bonifazi, Davide ^{[2
]}

机构：

[1] Univ Namur, Dept Chem, Rue Bruxelles 61, B-5000 Namur, Belgium

[2] Cardiff Univ, Sch Chem, Main Bldg,Pk Pl, Cardiff CF10 3AT, S Glam, Wales

来源：

SYNTHESIS-STUTTGART | 2019年 / 51卷 / 19期

关键词：

cyclic diaryl ether; oxidative cyclisation; cycloetherification; C-H activation; C-O bond formation; O-annulation; pyrans; furans; cularine; PROTON-TRANSFER ESIPT; PHOTOPHYSICAL PROPERTIES; OXIDATIVE CYCLIZATION; NATURAL-PRODUCTS; DIBENZOFURAN; PHENOL; ACID; ARYLPHENOLS; CELLS; CYCLOETHERIFICATION;

D O I：

10.1055/s-0037-1611892

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cyclic diaryl ethers are present in multiple natural compounds, organic pollutants as well as in pi-conjugated organic molecular materials. This short review aims at overviewing the main synthetic advances in the O-annulation methods for preparing five-, six-, and seven-membered rings through C-H cleavage. 1 Introduction 2 Five-Membered Rings: The Dibenzofuran (DBF) Motif 2.1 Palladium-Catalysed C-H Activation 2.2 Copper-Catalysed C-H Activation 2.3 Non-CH Activation Oxidant-Mediated Cyclisation 2.4 Light-Mediated Cyclisation 2.5 Acid-catalysed C-O Cleavage/C-O Formation 3 Six-Membered Rings: DBX, PXX, Xanthone, and Their Derivatives 3.1 Dibenzoxanthene (DBX) 3.2 Peri -Xanthenoxanthene (PXX) 3.3 Xanthones 3.4 Miscellaneous 4 Seven-Membered Rings: Cularine 5 Conclusion

引用

页码：3588 / 3599

页数：12

共 94 条

[91] Copper-Catalyzed Regioselective C-H Aerobic Oxidative Cycloetherification of o-Arylphenols Bearing an Additional Directing Group [J].