Synthesis of five- and six-membered-ring compounds by environmentally friendly radical cyclizations using kolbe electrolysis

Synlett

Volumn , Issue 18, 2008, Pages 2815-2820

  Lebreux, Frédéric ^a   Buzzo, Ferdinando ^a   Markó, István E ^a  

^a UNIVERSITÉ CATHOLIQUE DE LOUVAIN   (Belgium)

Author keywords

Cyclization; Electron transfer; Green chemistry; Heterocycles; Radical reactions

Indexed keywords

CARBON; CARBOXYLIC ACID DERIVATIVE; TETRAHYDROFURAN DERIVATIVE; TETRAHYDROPYRAN DERIVATIVE;

ARTICLE; CARBON CYCLE; CARBOXYLATION; CHEMICAL BOND; CHEMICAL STRUCTURE; CROSS COUPLING REACTION; CYCLIZATION; DECARBOXYLATION; ELECTROCHEMISTRY; ELECTROLYSIS; ELECTRON TRANSPORT; HYDROGENOLYSIS; QUANTITATIVE ANALYSIS; RADICAL REACTION; SYNTHESIS;

EID: 56849098440     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-0028-1083547     Document Type: Article

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43. 3): δ = 14.20 (A), 14.23 (B), 16.1 (A), 16.2 (B), 30.3 (B), 30.8 (A), 42.39 (A), 42.41 (B), 42.90 (B), 42.93 (A), 60.4 (A + B), 68.0 (A), 68.1 (B), 71.1 (A), 71.9 (B), 175.7 (A + B). MS (APCI): m/z (%) = 82.9 (15), 126.9 (95), 144.9 (15), 173.0(10). HRMS (sodium complex): m/z calcd: 195.0997; found: 195.0998.
44. Compound 27 originates from a possible rearrangement of either the primary radical or the derived carbocation. Studies are currently ongoing to elucidate this intriguing transformation.