Synthesis of 7′-Arylidenespiro[indoline-3,1′-pyrrolizines] and 7′-Arylidenespiro[indene-2,1′-pyrrolizines] via [3 + 2] Cycloaddition and β‑C–H Functionalized Pyrrolidine Ying Huang Hui-Lin Fang Yi-Xin Huang Jing Sun Chao-Guo Yan 10.1021/acs.joc.9b01920.s002 https://acs.figshare.com/articles/dataset/Synthesis_of_7_-Arylidenespiro_indoline-3_1_-pyrrolizines_and_7_-Arylidenespiro_indene-2_1_-pyrrolizines_via_3_2_Cycloaddition_and_C_H_Functionalized_Pyrrolidine/9879539 The acetic acid catalyzed three-component reaction of pyrrolidine, aromatic aldehydes, and 3-arylideneoxindolin-2-ones in refluxing toluene afforded functionalized 7′-arylidenespiro­[indoline-3,1′-pyrrolizines] in good yields and with high diastereoselectivity. The similar three-component reaction with 2-arylidene-1,3-indanediones also gave 7′-arylidenespiro­[indene-2,1′-pyrrolizines] in good yields. However, the reaction with 3-phenacylideneoxindoles resulted in a mixture of spiro­[indoline-3,1′-pyrrolizines] and 7′-arylidene-substituted spirooxindoles in moderate yields. The reaction mechanism included generation of azomethine ylides, β-C–H functionalization of pyrrolidine, and sequential [3 + 2] cycloaddition. The obtained spirooxindole derivatives were investigated by in vitro evaluation against mouse colon cancer cells CT26 and human liver cancer cells HepG2 by MTT assay. 2019-09-19 13:36:43 arylidenespiro MTT pyrrolidine spirooxindole liver cancer cells HepG 2 three-component reaction mouse colon cancer cells CT 26 Arylidenespiro yield 3- arylideneoxindolin -2-ones