TY - JOUR T1 - Diels-alder reaction of tropones with arynes: synthesis of functionalized benzobicyclo[3.2.2]nonatrienones JF - Journal of Organic Chemistry Y1 - 2014 A1 - Thangaraj, Manikandan A1 - Bhojgude, Sachin Suresh A1 - Bisht, Rajesh H. A1 - Gonnade, Rajesh G. A1 - Biju, Akkattu T. AB -

A new procedure for the mild, practical, and scalable Diels–Alder reaction of tropones with arynes is reported. Differently substituted tropones undergo selective [4 + 2] cycloaddition with arynes generated in situ by the fluoride-induced 1,2-elimination of 2-(trimethylsilyl)aryl triflates, allowing the formation of functionalized benzobicyclo[3.2.2]nonatrienone derivatives in moderate to good yields. In addition, the photophysical properties of the cycloadducts are presented.

VL - 79 IS - 10 U2 -

Council of Scientific & Industrial Research (CSIR) - India

U3 -

Foreign

U4 - 4.785 ER -