A New Synthesis of 5-Arylbenzo[c] xanthones from Photoinduced Electrocyclisation and Oxidation of (E)-3-Styrylflavones

被引：17
作者：
Rocha, Djenisa H. A. [1 ,2 ]
Pinto, Diana C. G. A. [1 ,2 ]
Silva, Artur M. S. [1 ,2 ]
Patonay, Tamas [3 ]
Cavaleiroa, Jose A. S. [1 ,2 ]
机构：
[1] Univ Aveiro, Dept Chem, P-3810193 Aveiro, Portugal
[2] Univ Aveiro, QOPNA, P-3810193 Aveiro, Portugal
[3] Univ Debrecen, Dept Organ Chem, H-4010 Debrecen, Hungary
来源：
SYNLETT | 2012年 / 04期
关键词：
microwave irradiation; Heck reaction; photocyclisation; oxidation; PALLADIUM-CATALYZED VINYLATION; DIELS-ALDER REACTIONS;
D O I：
10.1055/s-0031-1290355
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new synthetic route to 5-arylbenzo[c]xanthones is established. This was accomplished by use the Heck reaction of 3-bromoflavones with styrene derivatives, leading to (E)-3-styrylflavones with total diastereoselectivity. This transformation was greatly improved under microwave irradiation. The one-pot, photoinduced electrocyclisation of (E)-3-styrylflavones and further in situ oxidation of the cycloadduct leads to 5-arylbenzo[c]xanthones.
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页码：559 / 564
页数：6
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