通过亚甲胺叶立德与 3-乙酰基-3-吲哚啉酮的 1,3-偶极环加成反应合成吡咯并[螺[2.3']-氧吲哚]-螺[4.3']-氧吲哚。
Synthesis of pyrrolo(spiro-[2.3']-oxindole)-spiro-[4.3"]-oxindole via 1,3-dipolar cycloaddition of azomethine ylides with 3-acetonylideneoxindole.
机构信息
School of Chemistry and Chemical Engineering, Central South University , Changsha, 410083, PR China.
出版信息
J Org Chem. 2013 Nov 15;78(22):11577-83. doi: 10.1021/jo4017259. Epub 2013 Oct 24.
A series of novel dispirooxindole derivatives, 3-acetyl-5-phenyl-pyrrolo(spiro-[2.3']-1'-benzyl-oxindole)-spiro-[4.3"]-1"-benzyl-oxindoles, were synthesized via 1,3-dipolar cycloaddition of the azomethine ylide with 3-acetonylideneoxindole in high regioselectivities and yields. An unusual regioselectivity was observed in this 1,3-dipolar cycloaddition, leading to the construction of novel dispirooxindole skeleton. The substituent effects on the regioselectivity were also investigated.
一系列新型的双螺环氧吲哚衍生物，3-乙酰基-5-苯基-吡咯并[螺-[2.3']-1'-苄基-氧吲哚]-螺-[4.3"]-1"-苄基-氧吲哚，通过吖啶啉亚胺与 3-乙酰基-氧吲哚的 1,3-偶极环加成反应以高区域选择性和产率合成。在这个 1,3-偶极环加成反应中观察到了一种不寻常的区域选择性，导致了新型双螺环氧吲哚骨架的构建。还研究了取代基对区域选择性的影响。
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