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Indian Journal of Chemistry -Section B (IJC-B) >
IJC-B Vol.48B [2009] >
IJC-B Vol.48B(10) [October 2009] >
| Title: | A convenient synthesis of 2(2-benzo[b]furo)indoles and benzofuropyrazoles |
| Authors: | Goudarshivannanavar, B C
Jayadevappa, H
Mahadevan, K M |
| Keywords: | 2-Acetylbenzofuran
phenylhydrazine hydrochloride
zinc chloride
Fisher indole synthesis
Vilsmeier-Haack reaction |
| Issue Date: | Oct-2009 |
| Publisher: | CSIR |
| Abstract: | A short synthesis of benzo[b]furo indolyls 3a-g from 2-acetylbenzofuran 1 in two steps and corresponding pyrazoles 4a-g is described. An interesting scale-up procedure for the synthesis of 2-acetylbenzofuran is also been reported. Similarly 2-acetylbenzofurohydrazones 2a-g is prepared from 2-acetyl benzofuran and with various phenylhydrazine hydrochlorides in presence of CH3COONa/EtOH at RT in excellent yield (90-95%). These 2-acetyl benzofurohydrazones 2a-g are subjected to Fischer indole cyclisation in presence of ZnCl2 in acetonitrile as solvent to get 2(2-benzo[b]furo)indoles 3a-g in good yield. |
| Page(s): | 1419-1423 |
| ISSN: | 0975-0983(Online); 0376-4699(Print) |
| Source: | IJC-B Vol.48B(10) [October 2009]
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