01085nas a2200157 4500008004100000245010500041210006900146260000800215300001600223490000700239520048000246100002300726700002900749700002200778856012700800 2012 eng d00aEfficient diels-alder reaction of 1,2-benzoquinones with arynes and its utility in one-pot reactions0 aEfficient dielsalder reaction of 12benzoquinones with arynes and cDEC a6238–62410 v143 a
A new protocol for the efficient Diels–Alder reaction of 1,2-benzoquinones with arynes is reported. The aryne generated by the fluoride-induced 1,2-elimination of 2-(trimethylsilyl)aryl triflates undergoes a facile Diels–Alder reaction with 1,2-benzoquinones, affording the dioxobenzobicyclooctadienes in moderate to excellent yields. In addition, this methodology has been applied to the one-pot synthesis of benzoquinoxalinobarrelene and naphthalene derivatives.
1 aKaicharla, Trinadh1 aBhojgude, Sachin, Suresh1 aBiju, Akkattu, T. uhttp://library.ncl.res.in/content/efficient-diels-alder-reaction-12-benzoquinones-arynes-and-its-utility-one-pot-reactions