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Electrochemical reduction of quinoxalino[2,3-b]quinoxaline: a revised mechanism
Author(s) -
Joseph Armand,
Line Boulares,
Christian Bellec,
Claudette Bois,
M. PHILOCHELEVISALLES,
Jean Pinson
Publication year - 1984
Publication title -
canadian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.323
H-Index - 68
eISSN - 1480-3291
pISSN - 0008-4042
DOI - 10.1139/v84-170
Subject(s) - chemistry , quinoxaline , electrochemistry , benzimidazole , reduction (mathematics) , derivative (finance) , diacetyl , combinatorial chemistry , mechanism (biology) , stereochemistry , medicinal chemistry , organic chemistry , electrode , epistemology , philosophy , geometry , mathematics , financial economics , economics
The electrochemical reduction of fluoflavine 2 gives compound 9 to which we had previously assigned a hexahydroquinoxalino[2,3-b]quinoxaline structure. A crystallographic study of a diacetylated derivative of 9 shows that 9 is in fact 2-(o-aminoanilinomethyl)benzimidazole. This result permits us to propose a detailed reduction mechanism for 2 and its diacetyl derivative 25.

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