| Aryne chemistry is an important topic in organic chemistry because arynes are highly strained and kinetically unstable molecules emerging as valuable reactive intermediates in organic synthesis. Recently, many efficient methods have been developed on the basis of o-silyl aryltriflates because o-silyl aryltriflates could be readily prepared, and be converted into benzynes in situ under mild conditions, Therefore, aryne chemistry is being received more and more attentions.1. Recent progress in the aryne involved reactions is summarized. We discussed detailedly the structure, the preparation, and the reaction types of benzyne.2. Palladium-catalyzed cocyclotrimerization of allenes with arynes has been developed for selectively synthesizing phenanthrenes. In the presence of [(allyl)PdCl]2 and P(o-tol)3, a variety of allenes, including internal and terminal allenes, underwent the cocyclotrimerization with arynes to afford the corresponding phenanthrenes in moderate to good yields. The results showed the selectivity of the reaction based on allenes.3. A mild method for selective synthesis of o-acylbenzylphosphonates has been developed by the reactions of arynes withβ-ketophosphonates. In the presence of CsF and THF, the carbon-carbonσ-bonds of 2-oxopropylphosphonates were selectively cleaved and added to arynes providing the corresponding 2-acylbenzylphosphonates in moderate to good yields.4. A mild method for synthesis of condensed heterocyclic compounds has been developed by the AgOTf-catalyzed tandem cyclization-[3+2] cycloaddition reactions of 2-alkynylbenzaldoximes. The reaction may proceed via intramolecular electrophilic cyclization of 2-alkynylbenzaldximes and [3+2] cycloadditon reactions with arynes. In the mixture of THF and MeCN at 70℃, the reaction was conducted smoothly to afford the desired product in moderate yields, and the as-products have displayed great probabilities in the applications in the area of pharmaceutical materials.
|
PDF Full Text Request