Triptycene quinones in synthesis: Preparation of triptycene cyclopentenedione and its reactivity as a dienophile

被引:30
作者
Spyroudis, S [1 ]
Xanthopoulou, N [1 ]
机构
[1] Univ Thessaloniki, Dept Chem, Organ Chem Lab, GR-54006 Thessaloniki, Greece
关键词
D O I
10.1021/jo020078t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Triptycenene quinone 1 was converted to trip-tycene cyclopentenedione 5 through hydroxyquinone-phenyliodonium ylide formation and thermal ring contraction of the latter. Cyclopentenedione 5 reacts as a dienophile and as a dipolarophile with dienes and nitrile oxides, affording polycyclic adducts bearing the triptycene moiety.
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页码:4612 / 4614
页数:3
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