A Rh-catalyzed 1,2-sulfur migration/aza-Diels–Alder cascade initiated by aza-vinyl carbenoids from sulfur-tethered N-sulfonyl-1,2,3-triazoles
作者:Yu Jiang、Xiang-Ying Tang、Min Shi
DOI:10.1039/c4cc08829h
日期:——
A novel Rh(ii) catalyzed intramolecular 1,2-sulfur migration/intermolecular aza-Diels–Alder cascade of sulfur-tetheredN-sulfonyl-1,2,3-triazoles has been developed, efficiently affording sulfur-containing tetrahydropyridine derivatives.
under mild aqueous basic conditions through [2,3]-sigmatropic rearrangement of propargyl/allyl sulfur-ylides derived from in situ-generated Rh-(E)-enalcarbene. Various synthetically challenging allene- and allyl-functionalized (E)-enals with a γ-C(sp3) quaternary center were obtained in good to high yields. InCl3-catalyzed cascadecyclization of allenyl-enal and aniline gave a valuable pyrrolo[1,2-a]quinoline
在此,我们报告了一种用于功能化烯醛的简单方法,该方法涉及水溶性N-甲氧基哒嗪鎓盐的烯醛转移反应。这种开瓶反应在温和的水性碱性条件下通过原位生成的 Rh-( E )-烯醛卡宾衍生的炔丙基/烯丙基硫叶立德的 [2,3]-σ 重排进行。以良好至高产率获得了具有 γ-C(sp 3 ) 季中心的各种合成具有挑战性的丙二烯和烯丙基官能化 ( E )-烯醛。InCl 3催化的烯丙基-烯醛和苯胺的级联环化产生了有价值的吡咯并[1,2- a ]喹啉基序。