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An intramolecular inverse electron demand Diels-Alder approach to annulated ?-carbolines.

ABSTRACT: 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 ?-carbolines. Beginning with various isatins and alkynyl dienophiles, a pilot-scale library of eighty-eight ?-carbolines was prepared by using this robust methodology for biological evaluation.

SUBMITTER: Ma Z 

PROVIDER: S-EPMC3388871 | biostudies-other | 2012

REPOSITORIES: biostudies-other

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An intramolecular inverse electron demand Diels-Alder approach to annulated α-carbolines.

Ma Zhiyuan Z   Ni Feng F   Woo Grace H C GH   Lo Sie-Mun SM   Roveto Philip M PM   Schaus Scott E SE   Snyder John K JK  

Beilstein journal of organic chemistry 20120606

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 α-carbolines. Beginning with various isatins and alkynyl dienophiles, a pilot-scale library of eighty-eight α-carbolines was prepared by using this robust methodology for biological evaluation. ...[more]

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