| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5272886 | Tetrahedron Letters | 2009 | 4 Pages |
Abstract
The preparation of benzoheterocyclic carbaldehydes in the 2-amino-substituted benzothiazole, benzoxazole and benzimidazole series is described. Starting with the methyl-substituted 2-aminobenzoheterocycle, the nitrogen is protected as an N,N-diBoc derivative. Next, free radical halogenation of the methyl group with NBS/AIBN affords the N(Boc)2-protected benzylic dibromide which is directly used in the final step. A mild silver nitrite/dimethylsulfoxide-mediated conversion of the dibromide to the aldehyde functionality completes the process.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Frederick A. Luzzio, Marek T. Wlodarczyk,