Journal
SYNTHESIS-STUTTGART
Volume 49, Issue 5, Pages 1053-1064Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1588639
Keywords
triflic acid; regioselectivity; diastereoselectivity; pyrroloisoquinolinones; indolizinoindolones
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Funding
- CSIR
- DST
- CSIR (New Delhi)
- UGC (New Delhi)
- DST-FIST
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The regio and diastereoselective synthesis of 1 or 2 alkyl-substituted pyrroloisoquinolinones and indolizinoindolones by triflic acid mediated cyclization via an electrophilic activation of unsymmetrical succinimide carbonyl groups followed by the reduction of fused cyclic N-acyliminium ion is reported. This strategy successfully furnished the pyrroloisoquinolinone and indolizinoindolone derivatives in regioand diastereoselective manner. The steric factor dictates the regioselectivity in N-phenethyl unsymmetrical succinimides and electronic factor seems to dictate the regioselectivity in N-(3-indolylethyl) unsymmetrical succinimides.
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