Access to Polycyclic Derivatives by Triflate-Catalyzed Intramolecular Hydroarylation

被引:22
作者
Cacciuttolo, Bastien [1 ]
Poulain-Martini, Sophie [1 ]
Fontaine-Vive, Fabien [1 ]
Abdo, Mahmoud Ali Hussein [2 ]
El-Kashef, Hussein [2 ]
Dunach, Elisabet [1 ]
机构
[1] Univ Nice Sophia Antipolis, CNRS, Inst Chim Nice, UMR 7272, F-06108 Nice 2, France
[2] Assiut Univ, Dept Chem, Fac Sci, Assiut 71516, Egypt
关键词
Indium; Bismuth; Lewis acids; Cyclization; Polycycles; FRIEDEL-CRAFTS ALKYLATION; CATIONIC CYCLIZATION; ACID; CYCLOISOMERIZATION; 1,6-DIENES; (+/-)-CRYPTOTANSHINONE; 1,6,10-TRIENES; SUBSTITUTION; ANALOGS; FACILE;
D O I
10.1002/ejoc.201402972
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and versatile synthesis of indane, tetralin and benzosuberan derivatives has been developed; the synthesis starts from nonactivated aromatic compounds bearing unsaturated side chains and is a bismuth(III) or indium(III) trifluoromethanesulfonate-catalysed atom-economic process. A variety of polycyclic compounds have been isolated in high yields. Lactonisation could be observed for esters with 2,2-disubstituted terminal olefins through a Lewis acid catalysed reaction between the olefin and one of the ester groups.
引用
收藏
页码:7458 / 7468
页数:11
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