Naphtho[1,2-<i>c</i>:5,6-<i>c</i>]difuran: A Reactive Linker and Cyclophane Precursor
作者:Michelle E. Thibault、Taunia L. L. Closson、Sidney C. Manning、Peter W. Dibble
DOI:10.1021/jo034777x
日期:2003.10.1
Naphtho[1,2-c:5,6-c]difuran has been isolated in a 9-step synthesis from 2,6-dimethylnaphthalene. It is a highly reactive diene similar in nature to the related isobenzofuran. In Diels-Alder reactions, its intermediate monoadducts are actually less reactive that the parent difuran making possible sequential Diels-Alder reactions with different dienophiles. Reaction with a tethered bis(dienophile) leads
萘并[1,2-c:5,6-c]二呋喃已通过9步合成法从2,6-二甲基萘中分离出来。它是一种高反应性的二烯,其性质与相关的异苯并呋喃相似。在Diels-Alder反应中,其中间体一加合物的反应性实际上不如母体呋喃,这使得与不同亲二烯体的连续Diels-Alder反应成为可能。与束缚的双(双亲二烯体)的反应导致萘环烷的产生。