铜催化四氢异喹啉（THIQs）通过 A3 反应与可调变亚胺离子的 C1-炔基化反应。
CuI-catalyzed C1-alkynylation of tetrahydroisoquinolines (THIQs) by A3 reaction with tunable iminium ions.
机构信息
Beijing National Laboratory of Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering, College of Chemistry, Peking University , Beijing, 100871, China.
出版信息
Org Lett. 2013 Dec 6;15(23):5928-31. doi: 10.1021/ol402517e. Epub 2013 Nov 15.
A CuI-catalyzed A(3) (amines, aldehydes and alkynes) reaction of tetrahydroisoquinolines (THIQs), aldehydes, and alkynes to give C1-alkynylated THIQ products (endo-yne-THIQs) was developed. This redox neutral C1-alkynylation of THIQs, which was conducted under mild conditions, has a broad scope for the used aldehydes and alkynes. It was proposed that the A(3) reaction first generates in situ exo-iminium ions, which then isomerize to endo-iminium ions and react with copper acetylides to give the endo alkynylated THIQs (endo-yne-THIQs).
开发了一种铜催化的 A(3)（胺、醛和炔烃）反应，用于四氢异喹啉（THIQs）、醛和炔烃的反应，得到 C1-炔基化 THIQ 产物（内炔-THIQs）。这种温和条件下的 THIQs 的氧化还原中性 C1-炔基化反应，对所用醛和炔烃具有广泛的适用性。该反应首先生成原位的外亚胺离子，然后异构化为内亚胺离子，并与铜炔化物反应，得到内炔基化的 THIQs（内炔-THIQs）。
Zotero 插件