Department of Chemistry "U. Schiff" , University of Florence , Via della Lastruccia 13 , 50019 , Sesto Fiorentino (FI) , Florence , Italy.
Org Lett. 2018 Aug 3;20(15):4713-4717. doi: 10.1021/acs.orglett.8b02141. Epub 2018 Jul 23.
The tandem gold(I)-catalyzed propargyl Claisen rearrangement/Nazarov cyclization of propargyl vinyl ether derivatives, followed by in situ reduction of the resulting carbonyl group, provides functionalized cyclopentadienes fused with various N-hetero- and carbacycles, including indoles, in good to excellent yields. The reaction occurs with high regioselectivity, with the position of the double bonds in the five-membered ring depending on the type of (hetero)cycle bearing the propargylic moiety and the side chain on the latter.
炔丙基乙烯基醚衍生物的串联金（I）催化丙炔基 Claisen 重排/Nazarov 环化，随后对生成的羰基进行原位还原，提供了官能化的环戊二烯与各种 N-杂环和碳环稠合，包括吲哚，产率良好至优秀。该反应具有高区域选择性，五元环中双键的位置取决于带有丙炔基部分的（杂）环的类型以及后者的侧链。
