Journal
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 8, Issue -, Pages 829-840Publisher
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.8.93
Keywords
alpha-carboline; chemical diversity; inverse electron demand Diels-Alder; isatin; pyrido[2,3-b]indole; 1,2,4-triazine
Categories
Funding
- National Institutes of Health [P41 086180]
- NSF [CHE 0619339, CHE 0443618]
- UROP (Boston University)
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Intramolecular inverse electron demand cycloadditions of isatin-derived 1,2,4-triazines with acetylenic dienophiles tethered by amidations or transesterifications proceed in excellent yields to produce lactam- or lactone-fused alpha-carbolines. Beginning with various isatins and alkynyl dienophiles, a pilot-scale library of eighty-eight alpha-carbolines was prepared by using this robust methodology for biological evaluation.
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