MERZ, A and SCHROPP, R and DOTTERL, E (1995) 3,4-DIALKOXYPYRROLES AND 2,3,7,8,12,13,17,18-OCTAALKOXYPORPHYRINS. SYNTHESIS-STUTTGART (7). pp. 795-800. ISSN 0039-7881,
Full text not available from this repository.Abstract
A five-step general synthesis of 3,4-dialkoxypyrroles 7c-f is described starting with the condensation of dimethyl N-benzyliminodiacetate (1b) and diethyl oxalate to give dimethyl 1-benzyl-3,4-dihydroxypyrrole-2,5-dicarboxylate (2b), which is bis-O-alkylated to the corresponding 3,4-diethers 3c-g. Pyrrole N-benzyl cleavage followed by ester hydrolysis and decarboxylation leads to 7c-f in 10-50% overall yield. Pyrroles 7c-f react with formaldehyde or benzaldehydes to give meso-H- (8a-d) or meso-tetraaryloctaalk-oxyporphyrins 9 a-g in moderate yields.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | PORPHYRIN; O-ALKYLATION OF DIHYDROXYPYRROLES; N-BENZYL PROTECTIVE GROUP; DECARBOXYLATION; FISCHER-ROTHEMUND PORPHYRIN SYNTHESIS |
| Depositing User: | Dr. Gernot Deinzer |
| Last Modified: | 19 Oct 2022 08:37 |
| URI: | https://pred.uni-regensburg.de/id/eprint/52475 |
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