Journal
RSC ADVANCES
Volume 8, Issue 28, Pages 15448-15458Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8ra01637b
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Funding
- OPERA-grant of BITS Pilani
- Department of Science & Technology, Science and Engineering Board (DST-SERB) New Delhi [EMR/2016/005599]
- UGC New Delhi
- DST-FIST
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An efficient sequential multi-component method for the synthesis of N-arylpyrrole-3-carbaldehydes has been developed. This reaction involved a proline-catalyzed direct Mannich reaction-cyclization sequence between succinaldehyde and in situ generated Ar/HetAr/indolyl-imines, followed by IBX-mediated oxidative aromatization in one-pot operation. The practical utility of this procedure is shown at gram-scale and the synthesis of diverse bioactive fused heterocyclic scaffolds such as pyrroloquinoline, pyrrolo-oxadiazole, dihydro pyrroloquinoline, and pyrrolo-phenanthridine.
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