pd-catalyzed carbonyl insertion coupling reactions of a hypervalent iodoheterocycle with alcohols and aminespd-catalyzed羰基插入耦合反应的hypervalent iodoheterocycle醇类和胺.pdfVIP

Molecules 2005, 10, 238-243 molecules ISSN 1420-3049 Pd-Catalyzed Carbonyl Insertion Coupling Reactions of a Hypervalent Iodoheterocycle with Alcohols and Amines Shengj-Jun Luo, Yong-Xiang Ma* and Yong-Min Liang State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. China. Tel.: (+86) 0931-8911121, Fax: (+86) 0931-8611688. * Author to whom correspondence should be addressed; e-mail: mayx@ Received: 17 August 2004 / Accepted: 15 September 2004 / Published: 31 January 2005 Abstract:. The palladium-catalyzed cross-coupling carbonyl insertion reaction between 3,7-bis(N,N-dimethylamino)-10H-dibenz[b,e]iodinium iodide (1) and alcohols or amines 2 is described. Some new amides and esters 3 containing an active iodo functional group have been prepared in 65-91% yields. Keywords: Cross-coupling; hypervalent iodoheterocycle; carbonyl insertion; amides; esters Introduction In the past few decades, much attention has been focused on palladium-catalyzed carbonylation reactions [1,2], which provide a simple method for synthesizing some complicated compounds [3-6]. These kinds of reactions have been carried out only when the substrates are aryl halides, heteroaryl halides, alkene halides, arylfluoromethylsulfonates and hypervalent iodinium salts, etc. [7], However, the reactions of cross-coupling and carbonyl insertion in one step for iodoheterocyclic compounds has not been reported so far. In the present work, we will describe such a palladium-cata