Synthesis of 3-alkyl-4-(chloromethyl)-1-RSO2-1 H-pyrrol-2(5 h)-ones, using a sequential ATRC/[1,2]-elimination, from 2,2-dichloro-N-(2- chloroallyl)-N-RSO2-amides

Synthesis

Volumn , Issue 8, 2011, Pages 1267-1278

  Bregoli, Matteo ^a   Felluga, Fulvia ^b   Frenna, Vincenzo ^c   Ghelfi, Franco ^a   Pagnoni, Ugo M ^a   Parsons, Andrew F ^d   Petrillo, Giovanni ^e   Spinelli, Domenico ^f  

^a UNIVERSITY OF MODENA AND REGGIO EMILIA   (Italy)

^b UNIVERSITY OF TRIESTE   (Italy)

^c UNIVERSITY OF PALERMO   (Italy)

^d UNIVERSITY OF YORK   (United Kingdom)

^e UNIVERSITY OF GENOA   (Italy)

^f Alma Mater Studiorum   (Italy)

Author keywords

Copper; Cyclization; Elimination; Lactams; Radical reaction

Indexed keywords

CHLOROMETHYL; ELIMINATION; LACTAMS; ONE POT PROCESS; RADICAL REACTION;

ALKYLATION; AMIDES; COPPER; REACTION KINETICS; SYNTHESIS (CHEMICAL);

CYCLIZATION;

3 CHLORO 4 (CHLOROETHYL) 3 METHYL 1 (METHYLSULFONYL)PYRROLIDIN 2 ONE; 3 CHLORO 4 (CHLOROMETHYL) 1 (METHYLSULFONYL)PYRROLIDIN 2 ONE; 3 CHLORO 4 (CHLOROMETHYL) 3 ETHYL 1 (METHYLSULFONYL)PYRROLIDIN 2 ONE; 3 CHLORO 4 (CHLOROMETHYL) 3 ETHYL 1 (TRIFLUOROMETHYLSULFONYL)PYRROLIDIN 2 ONE; 3 CHLORO 4 (CHLOROMETHYL) 3 ETHYL 1 TOSYLPYRROLIDIN 2 ONE; 3 CHLORO 4 (CHLOROMETHYL) 3 METHYL 1 (METHYLSULFONYL)PYRROLIDIN 2 ONE; 3 CHLORO 4 [CHLORO(PHENYL)METHYL] 3 METHYL 1 (METHYLSULFONYL)PYRROLIDIN 2 ONE; 3 METHYL 1 (METHYLSULFONYL) 4 VINYL 1H PYRROL 2 (5H)ONE; 3,3 DICHLORO 4 (CHLOROMETHYL) 1 (METHYLSULFONYL)PYRROLIDIN 2 ONE; 4 (CHLOROETHYL) 3 METHYL 1 (METHYLSULFONYL) 1H PYRROL 2 (5H)ONE; 4 (CHLOROMETHYL) 3 CHLORO 1 (METHYLSULFONYL) 1H PYRROL 2 (5H)ONE; 4 (CHLOROMETHYL) 3 ETHYL 1 (METHYLSULFONYL) 1H PYRROL 2 (5H)ONE; 4 (CHLOROMETHYL) 3 ETHYL 1 (TRIFLUOROMETHYLSULFONYL) 1H PYRROL 2 (5H)ONE; 4 (CHLOROMETHYL) 3 ETHYL 1 TOSYL 1H PYRROL 2 (5H)ONE; 4 (CHLOROMETHYL) 3 ETHYLIDINE 1 (METHYLSULFONYL)PYRROLIDIN 2 ONE; 4 (CHLOROMETHYL) 3 ETHYLIDINE 1 (TRIFLUOROMETHYLSULFONYL)PYRROLIDINE 2 ONE; 4 (CHLOROMETHYL) 3 ETHYLIDINE 1 TOSYLPYRROLIDIN 2 ONE; 4 (CHLOROMETHYL) 3 HEXYL 1 (METHYLSULFONYL) 1H PYRROL 2 (5H)ONE; 4 (CHLOROMETHYL) 3 HEXYLIDENE 1 (METHYLSULFONYL)PYRROLIDINE 2 ONE; 4 (CHLOROMETHYL) 3 ISOPROPYL 1 (METHYLSULFONYL) 1H PYRROL 2 (5H)ONE; 4 (CHLOROMETHYL) 3 ISOPROPYLIDENE 1 (METHYLSULFONYL)PYRROLIDINE 2 ONE; 4 (CHLOROMETHYL) 3 METHYL 1 (METHYLSULFONYL) 1H PYRROL 2 (5H)ONE; [CHLORO(PHENYL)METHYL] 3 METHYL 1 (METHYLSULFONYL) 1H PYRROL 2 (5H)ONE; [HYDROXY(PHENYL)METHYL] 3 METHYL 1 (METHYLSULFONYL) 1H PYRROL 2 (5H)ONE; AMIDE; CUPROUS ION; GAMMA LACTAM DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; ATOM TRANSFER RADICAL CYCLIZATION; CATALYSIS; CHEMICAL ANALYSIS; CHEMICAL INTERACTION; CHEMICAL STRUCTURE; CYCLIZATION; ELIMINATION REACTION; SEQUENTIAL ANALYSIS; SYNTHESIS;

EID: 79953786259     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0030-1258478     Document Type: Article

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