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

…, PM Roveto, SE Schaus, JK Snyder

Index: Ma, Zhiyuan; Ni, Feng; Woo, Grace H. C.; Lo, Sie-Mun; Roveto, Philip M.; Schaus, Scott E.; Snyder, John K. Beilstein Journal of Organic Chemistry, 2012 , vol. 8, p. 829 - 840

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Citation Number: 15

Abstract

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 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.