A one-pot regiospecific synthesis of highly functionalized 1,4-benzodioxin derivatives from an electrochemically induced Diels-Alder reaction

Organic Letters

Volumn 7, Issue 23, 2005, Pages 5273-5276

  Xu, Daiwang ^a   Chiaroni, Angèle ^b   Largeron, Martine ^a  

^a UNIVERSITÉ PARIS DESCARTES   (France)

^b CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

DIOXIN;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; COMBINATORIAL CHEMISTRY; ELECTROCHEMISTRY; SYNTHESIS;

COMBINATORIAL CHEMISTRY TECHNIQUES; DIOXINS; ELECTROCHEMISTRY; MOLECULAR STRUCTURE;

EID: 28244495212     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol052146e     Document Type: Article

References (39)

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36. Various solvents and reaction conditions were screened, but none of changes led to an improvement of the yield of the reaction. Replacing the Hg anode by a Pt anode for instance lowered the yield to 50%.
37. Bromosubstituted aromatic rings are particularly attractive in diversity-oriented synthesis because they can be easily transformed into differently substituted aromatics by cross-coupling reactions.
38. The reaction was performed under the same experimental conditions. However, as o-quinol 1j was oxidizable at a slightly higher potential, the Hg anode, which has a low anodic decomposition potential, was replaced by a Pt anode.
39. 2) = 0.1156 (with all the 8462 data). Deposited CCDC no. 282558.