Synthesis of Diverse 1,4‐(Azaindole)[60]fullerenes via Transition‐Metal Free Three‐Component Coupling Reaction of Azaindoles, C₆₀, and Bromoalkanes/Triphenylamines^†

Abstract

Comprehensive SummaryA transition‐metal free three‐component coupling reaction of azaindoles, C60, and bromoalkanes/triphenylamines has been developed to provide an efficient access to diverse azaindole functionalized 1,4‐C60 adducts. This protocol exhibits low cost, operational simplicity, wide substrate scope, and mild and convenient conditions.This article is protected by copyright. All rights reserved.

Synthesis of spiro[indolenine]-methanofullerenes via Deoxofluor promoted deoxygenative cyclopropanation of 1,2-(3-indole)-fullerenols

“…9 Recently, we developed a series of KO t Bu promoted fullerene functionalized reactions for the efficient preparation of various [60]fulleroindole derivatives. 10 One of our research interests is focused on using these compounds as a versatile platform for controlled synthesis of a range of functionalized fullerenes. As shown in Scheme 1, we propose that a suitable dialkylaminosulfur fluoride Deoxofluor, which can convert structurally diverse primary, secondary, tertiary, allylic and benzylic alcohols into the corresponding monofluorides 11 (Scheme 1a), could facilitate the transformation of 1,2-(3-indole)fullerenols 10 c into 1,2-(3-indole)fluorofullerenes via deoxyfluorination of the hydroxyl group.…”