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Synthesis of novel 2,2- and 1,1-linked dimeric ‘head-to-head’ N-alkoxybenzimidazoles

✍ Scribed by John M. Gardiner; Andrew D. Goss; Tahir N. Majid; Andrew D. Morley

Book ID: 104252691
Publisher: Elsevier Science
Year: 2003
Tongue: French
Weight: 105 KB
Volume: 44
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(02)02590-x

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✦ Synopsis

Synthesis of two new types of 'head-to-head' N,N-alkoxy bisbenzimidazoles is described. The proposed intermediate N-oxy benzimidazole from base-induced heterocyclization of N-alkylnitroanilines can be trapped with a biselectrophile (to give an N,N-linked dimer), or double heterocyclization of dimeric nitroanilines can be intercepted by electrophile trapping of both N-oxybenzimidazole termini to give C2,C2-linked dimers. These represent two regioisomeric motifs constituting new classes of benzimidazole dimers.

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