Generation of Synthetic Equivalents of Benzdiynes from Benzobisoxadisiloles.

Abstract

For Abstract see ChemInform Abstract in Full Text.

An Alternative Method for Generating Arynes from ortho-Silylaryl Triflates: Activation by Cesium Carbonate in the Presence of a Crown Ether

“…1 H-NMR yields were determined using 1,1,2,2-tetrachloroethane as an internal standard. The spectra obtained for products 3 [28], 5a [43], 5b-d [44], 5e [45], 5f [46], 5g [47], 7 [28], 9 [28], 11 [28], and 13 [48] were identical to those reported in the corresponding references.…”

Selective Halogen-Lithium Exchange of 1,2-Dihaloarenes for Successive [2+4] Cycloadditions of Arynes and Isobenzofurans

“…Moreover, it is worth mentioning that 1,2,4,5-tetrabromobenzene (16) nicely worked as a reactive platform [46][47][48][49][50][51], allowing bi-directional cycloadditions in an unsymmetrical manner (Scheme 6). The essential point of this sequential process is using 5-bromo-6-chloro-1,3-diphenylisobenzofuran (9b) to differentiate the reactivity of the two dihalogenated sites in the bis-aryne equivalent 17, which was efficiently obtained by the first [2+4] cycloaddition of dibromobenzyne G and isobenofuran 9b.…”