4,22-Dimethoxy[2.10]metacyclophan-1-yne was prepared by bromination of [2.10]metacyclophan-1-ene followed by the dehydrobromination of the bromine adduct with KOBu-t. Treatment of 4,22-dimethoxy[2.10]metacyclophan-1-yne with BBr3 in CH2Cl2 at room temperature led to the demethylation and a successive intramolecular cyclization reaction to afford a novel [10](2,9)-5a,11a-benzofuro-5a-bora-11-bromochromenophane in good yield. Similar treatment of a mixture of the corresponding meso- and dl-1,2-dibromo-4,22-dimethoxy[2.10]metacyclophane with BBr3 in CH2Cl2 under the same conditions described above afforded cis-4b,9b-dihydro[10]benzofuro[3,2-b]benzofuranophane in 83% yield.
4,22-二甲氧基[2.10]间环戊二炔通过对[2.10]间环戊-1-烯进行溴化反应,然后用KOBu-t对溴加合物进行脱溴反应制备。在室温下,用BBr3处理4,22-二甲氧基[2.10]间环戊二炔在CH2Cl2中,导致去甲基化和连续的分子内环化反应,产生一种新型的[10](2,9)-5a,11a-苯并呋喃-5a-硼-11-溴色烯烷,收率较高。类似地,将相应的中间体和dl-1,2-二溴-4,22-二甲氧基[2.10]间环戊烷混合物用BBr3在CH2Cl2中在相同条件下处理,得到83%产率的顺式-4b,9b-二氢[10]苯并呋喃[3,2-b]苯并呋喃烷。