Synthesis of Blue Emissive Quaternary 9,9-Disubstituted -Methyl-7-azaindole-Appended (Phenylethynyl)-fluorene Derivatives.

A highly functionalized 9,9-disubstituted (phenylethynyl)-fluorene-appended -methyl-7-azaindole derivatives has been synthesized from various fluorene propargylic alcohols and substituted-7-azaindoles using BFOEt as a catalyst. The scope of the reaction was demonstrated by selecting a range of fluorene propargylic alcohols and substituting 7-azaindoles. A plausible reaction mechanism for forming title compounds via propargylic carbocation is postulated.

DMSO-allyl bromide: a mild and efficient reagent for atom economic one-pot -allylation and bromination of 2°-aryl amines, 2-aryl aminoamides, indoles and 7-aza indoles.

A mixture DMSO-allyl bromide has been developed as a reagent for an atom economic one-pot -allylation and aryl bromination under basic conditions. Utilizing this reagent, -allylation-bromination of a number of 2°-aryl amines, aryl aminoamides, indoles, and 7-aza indoles has been achieved. The scope of the substrates and limitations, the synthetic utility of the products, and a plausible reaction mechanism have been proposed.