Tetrahedron p. 763 - 774 (1986)
Update date:2022-07-30
Topics:
Bergman, Jan
Egestad, Boerje
The cyclocondensation of 3(2H)-benzothiophenone under acidic conditions has been studied.The symmetrical cyclotrimer tris(benzothieno)<2,3:2',3':2'',3''>benzene was formed and under certain conditions also a rearranged cyclotrimer, tris(benzothieno)<2,3:2',3':3'',2''>benzene.The formation of cyclotrimers was accompanied by oxidative coupling products involving the initially formed dimeric compound, 3-hydroxy-2,3-bibenzothienyl.During several of these reactions, a novel heterocycle, tris(benzothieno)<3,2-b:2',3'-d:2'',3''-f>oxepin, was formed.The products were studied by mass spectrometry and fragmentation pathways were determined by a linked scanning technique.
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Doi:10.1002/anie.200800845
(2008)Doi:10.1021/jo00379a034
(1987)Doi:10.1021/ja00523a043
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(1987)Doi:10.1007/BF00763778
(1986)Doi:10.1016/j.tet.2016.11.050
(2017)
