A facile and efficient synthesis of polycyclic spiropyrrolidine oxindoles bearing mesityl oxide unit via a three-component 1,3-dipolar cycloaddition reaction

Tetrahedron

Volumn 71, Issue 42, 2015, Pages 8131-8139

  Wang, Hui Juan ^a   Pan, Bo Wen ^a   Zhang, Wen Hui ^a   Yang, Chao ^a   Liu, Xiong Li ^a   Zhao, Zhi ^a   Feng, Ting Ting ^a   Zhou, Ying ^a   Yuan, Wei Cheng ^b  

^a GUIZHOU UNIVERSITY   (China)

^b CHENGDU INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

1,3 Dipolar cycloaddition reaction; Adjacent four chiral carbon centers; Antitumor activity; Mesityl oxide unit; Polycyclic spiropyrrolidine oxindoles

Indexed keywords

1 BENZYL 1' METHYL 2' (3 METHYLBUT 2 ENOYL ) 1',2',5',6',7',7ALPHA' HEXAHYDROSPIRO[INDOLINE 3,3' PYRROLIZIN] 2 ONE; 1 METHYL 2' (3 METHYLBUT 2 ENOYL) 10 4 TOLYL 1',2',5',6',7',7ALPHA' HEXAHYDROSPIRO[INDOLINE 3,3' PYRROLIZIN] 2 ONE; 1,5 DIMETHYL 2' (3 METHYLBUT 2 ENOYL) 1' (3,4,5 TRIMETHOXYPHENYL) 1',2',5',6',7'',7ALPHA' HEXAHYDROSPIRO[INDOLINE 3,3' PYRROLIZIN] 2 ONE; 1,5 DIMETHYL 2' (3 METHYLBUT 2 ENOYL) 10 4 TOLYL 1',2',5',6',7',7ALPHA' HEXAHYDROSPIRO[INDOLINE 3,3' PYRROLIZIN] 2 ONE; 1,5 DIMETHYL 6' (3 METHYLBUT 2 ENOYL) 7' 4 TOLYL 3',6',7',7ALPHA' TETRAHYDRO 10H SPIRO[INDOLINE 3,5' PYRROLO[1,2 C]THIAZOL] 2 ONE; 10 (4 BROMOPHENYL ) 2' (3 METHYLBUT 2 ENOYL ) 1',2',5',6',7',7ALPHA' HEXAHYDROSPIRO[INDOLINE 3,3' PYRROLIZIN] 2 ONE; 10 (4 BROMOPHENYL) 1,5 DIMETHYL 2' (3 METHYLBUT 2 ENOYL) 1',2',5',6',7',7ALPHA' HEXAHYDROSPIRO[INDOLINE 3,3' PYRROLIZIN] 2 ONE; 10 (4 CHLOROPHENYL ) 2' (3 METHYLBUT 2 ENOYL ) 1',2',5',6',7',7ALPHA' HEXAHYDROSPIRO[INDOLINE 3,3' PYRROLIZIN] 2 ONE; 10 (4 CHLOROPHENYL) 1,5 DIMETHYL 2' (3 METHYLBUT 2 ENOYL) 1',2',5',6',7',7ALPHA' HEXAHYDROSPIRO[INDOLINE 3,3' PYRROLIZIN] 2 ONE; 10 (4 METHOXYPHENYL) 1,5 DIMETHYL 2' (3 METHYLBUT 2 ENOYL) 1',2',5',6',7',7ALPHA' HEXAHYDROSPIRO[INDOLINE 3,3' PYRROLIZIN] 2 ONE; 10 (4 METHOXYPHENYL) 2' (3 METHYLBUT 2 ENOYL) 1',2',5',6',7',7ALPHA' HEXAHYDROSPIRO[INDOLINE 3,3' PYRROLIZIN] 2 ONE; 2' (3 METHYLBUT 2 ENOYL ) 1 PHENYL 10 4 TOLYL 1',2',5',6',7',7ALPHA' HEXAHYDROSPIRO[INDOLINE 3,3' PYRROLIZIN] 2 ONE; 2' (3 METHYLBUT 2 ENOYL) 1,1' DIPHENYL 1',2',5',6',7',7ALPHA' HEXAHYDROSPIRO[ INDOLINE 3,3' PYRROLIZIN] 2 ONE; 2' (3 METHYLBUT 2 ENOYL) 10 4 TOLYL 10,2',5',6',7',7ALPHA 'HEXAHYDROSPIRO[ INDOLINE 3,3' PYRROLIZIN] 2 ONE; 5 CHLORO 1 METHYL 2' (3 METHYLBUT 2 ENOYL) 10 4 TOLYL 1',2',5',6',7',7ALPHA' HEXAHYDROSPIRO[INDOLINE 3,3' PYRROLIZIN] 2 ONE; 5 CHLORO 2' (3 METHYLBUT 2 ENOYL) 10 4 TOLYL 10,2',5',6',7',7ALPHA' HEXAHYDROSPIRO[INDOLINE 3,3' PYRROLIZIN] 2 ONE; 5 FLUORO 1 METHYL 2' (3 METHYLBUT 2 ENOYL) 10 4 TOLYL 1',2',5',6',7',7ALPHA' HEXAHYDROSPIRO[INDOLINE 3,3' PYRROLIZIN] 2 ONE; 5 FLUORO 1 METHYL 6' (3 METHYLBUT 2 ENOYL) 7' (3,4,5 TRIMETHOXYPHENYL) 3',6',7',7ALPHA' TETRAHYDRO 10H SPIRO[INDOLINE 3,5' PYRROLO[1,2 C]THIAZOL] 2 ONE; 5 FLUORO 1 METHYL 6' (3 METHYLBUT 2 ENOYL) 7' 4 TOLYL 3',6',7',7ALPHA' TETRAHYDRO 10H SPIRO[INDOLINE 3,5' PYRROLO[1,2 C]THIAZOL] 2 ONE; 5 FLUORO 2' (3 METHYLBUT 2 ENOYL) 10 4 TOLYL 10,2',5',6',7',7ALPHA' HEXAHYDROSPIRO[INDOLINE 3,3' PYRROLIZIN] 2 ONE; 5 METHYL 2' (3 METHYLBUT 2 ENOYL) 10 4 TOLYL 10,2',5',6',7',7ALPHA' HEXAHYDROSPIRO[INDOLINE 3,3' PYRROLIZIN] 2 ONE; 7 CHLORO 1 METHYL 2' (3 METHYLBUT 2 ENOYL) 10 4 TOLYL 1',2',5',6',7',7ALPHA' HEXAHYDROSPIRO[INDOLINE 3,3' PYRROLIZIN] 2 ONE; ANTINEOPLASTIC AGENT; CISPLATIN; FUNCTIONAL GROUP; MESITYL OXIDE; OXINDOLE; POLYCYCLIC SPIROPYRROLIDINE OXINDOLE DERIVATIVE; PYRROLIDINE DERIVATIVE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

A549 CELL LINE; ANTINEOPLASTIC ACTIVITY; ARTICLE; CONTROLLED STUDY; CYCLOADDITION; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IN VITRO STUDY; K562 CELL LINE; LIPOPHILICITY; MALE; PC 3 CELL LINE; PRIORITY JOURNAL; PROSTATE CANCER CELL LINE; SUBSTITUTION REACTION;

EID: 84952872881     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2015.08.041     Document Type: Article

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