ol7b00245_si_003.cif (430.21 kB)
Construction of Nitrated Benzo[3.3.1]bicyclic Acetal/Ketal Core via Nitration of o‑Carbonyl Allylbenzenes
dataset
posted on 2017-03-03, 19:19 authored by Chieh-Kai Chan, Yu-Lin Tsai, Meng-Yang ChangIntramolecular annulation of o-carbonyl allylbenzenes was achieved to construct novel
nitrated [6,6,6]tricycles having an acetal or ketal motif in good
yields. The expeditious one-step nitration route provides 4 or 5 new
bond formations, including 2 or 3 C–N bonds and 2 C–O
bonds. The structural framework of benzobicycle [3.3.1] is confirmed
by X-ray crystallographic analysis. A plausible mechanism is proposed.