ChemInform Abstract: Regioselective Diels—Alder Cycloadditions and Other Reactions of 4,5‐, 5,6‐, and 6,7‐Indole Arynes.

Abstract

Indole derivatives R 0140Regioselective Diels-Alder Cycloadditions and Other Reactions of 4,5-, 5,6-, and 6,7-Indole Arynes. -The reaction cycloaddition of arynes derived from 6,7-indoles (I) and (V) with 2-tert-butylfuran shows high selectivity for the more sterically congested cycloadduct (IIIa), whereas isomeric arynes derived from 4,5-or 5,6-indole derivatives show essentially no selectivity (≈1:1 mixtures). -(BROWN, N.; LUO, D.; VANDER VELDE, D.; YANG, S.; BRASSFIELD, A.; BUSZEK*, K. R.; Tetrahedron Lett. 50 (2009) 1, 63-65; Dep. Chem., Univ. Mo., Kansas City, MO 64110, USA; Eng.) -Mais