Mild Regiospecific Synthesis of 1-Alkoxy-isochromenes Catalyzed by Well-Defined [Silver(I)(Pyridine-Containing Ligand)] Complexes

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• 作者：Monica Dell鈥橝cqua ; Brunilde Castano ; Clara Cecchini ; Tommaso Pedrazzini ; Valentina Pirovano ; Elisabetta Rossi ; Alessandro Caselli ; Giorgio Abbiati
• 刊名：Journal of Organic Chemistry
• 出版年：2014
• 出版时间：April 18, 2014
• 年：2014
• 卷：79
• 期：8
• 页码：3494-3505
• 全文大小：505K
• 年卷期：v.79,no.8(April 18, 2014)
• ISSN：1520-6904

文摘

The synthesis of 3-substituted-1-alkoxyisochromenes starting from 2-alkynylbenzaldehydes and different alcohols is reported. The reaction is catalyzed by a silver(I) complex with an original macrocyclic pyridine-containing ligand. The approach is characterized by absolute regioselectivity, mild reaction conditions, good to excellent reaction yields, cleanness of the reaction, and reduced purification steps. The reaction mechanism was investigated by in-depth ¹H NMR experiments and an aimed 鈥渢rapping鈥?experiment.