Generation of Synthetic Equivalents of Benzdiynes from Benzobisoxadisiloles

Linear and angular benzobisoxadisiloles 14 and 16 can serve as the precursors for stepwise
generations of the syntetic equivalents of 1,4- and 1,3-benzdiynes. Benzynes generated were trapped
as [4+2] cycloaddition products. Two identical or different rings can be fused to the benzdiyne
equivalents. Highly substituted arenes were obtained by removing the oxygen bridges from the
furan adducts. The synthesis of naphthoxadisilole 28, which can serve as the precursor of 2,3-naphthyne, is also described.

线性与角型苯并双氧杂二硅杂环（benzobisoxadisiloles）14和16可作为前驱体，用于逐步合成1,4-苯二炔与1,3-苯二炔的合成等价物。所生成的苯炔可被捕获为[4+2]环加成产物。可将两个相同或不同的环稠合至该苯二炔等价物上。通过脱去呋喃加合物中的氧桥，可得到高取代芳烃。本文还报道了可作为2,3-萘炔前驱体的萘并氧杂二硅杂环（naphthoxadisilole）28的合成。