School of Pharmacy, University of Wisconsin , Madison, Wisconsin 53705, United States.
J Am Chem Soc. 2013 Nov 13;135(45):16797-800. doi: 10.1021/ja408829y. Epub 2013 Oct 31.
A Rh-catalyzed tandem annulation and (5 + 1) cycloaddition was realized. 3-Hydroxy-1,4-enyne served as the new 5-carbon component for the (5 + 1) cycloaddition. Substituted carbazoles, dibenzofurans, and tricyclic compounds containing a cyclohexadienone moiety could be prepared efficiently. The identification of a byproduct suggests that metal carbene and ketene intermediates may be involved in the (5 + 1) cycloaddition.
实现了 Rh 催化的串联环化和(5+1)环加成反应。3-羟基-1,4-烯炔作为(5+1)环加成的新的 5 碳组分。可以有效地制备取代的咔唑、二苯并呋喃和含有环己二烯酮部分的三环化合物。副产物的鉴定表明,金属卡宾和烯酮中间体可能参与了(5+1)环加成反应。