Palladium(II)-Catalyzed Intramolecular C-H Alkenylation for the Synthesis of Chromanes

被引：16

作者：

Carral-Menoyo, Asier ^{[1
]}

Misol, Alexander ^{[1
]}

Gomez-Redondo, Marcos ^{[1
]}

Sotomayor, Nuria ^{[1
]}

Lete, Esther ^{[1
]}

机构：

[1] Univ Basque Country, Fac Ciencia & Tecnol, Dept Quim Organ 2, Apdo 644, Bilbao 48080, Spain

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 04期

关键词：

OXIDATIVE HECK; CARBONYL-COMPOUNDS; ACTIVATED ALKENES; DIRECT ARYLATION; CYCLIZATION; RING; CHROMENE; CONSTRUCTION; ANNULATIONS; HALIDES;

D O I：

10.1021/acs.joc.8b03051

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The intramolecular Pd(II)-catalyzed alkenylation of aryl homoallyl ethers constitutes a mild, versatile, and efficient procedure for the synthesis of highly and diversely substituted chromanes and 2H-chromenes. The use of p-TsOH as an additive allows more efficient reactions that could be carried out a room temperature in most cases. The procedure has a wide scope, allowing the synthesis of alkylidenechromanes and 2H-chromenes substituted at C-2 or C-3 of the chromene moiety, thus accessing relevant flavenes and isoflavenes, and even coumarins, in high yields (59 to 91%, 32 examples).

引用

页码：2048 / 2060

页数：13

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