A novel Mgl(2) mediated unusual dimerization-spirocyclopropanation of bromo isomerised Morita-Baylis-Hillman adduct of isatin: a facile synthesis of 3-spirocyclopropane-2-oxindole derivatives

作者：Lingam Kandapalam Arun Prasath; Mandal Asit Baran; Shanmugam Ponnusamy^*

来源：Tetrahedron Letters, 2011, 52(28): 3610-3613.

DOI：10.1016/j.tetlet.2011.05.009

• Isatin
• Magnesium iodide
• Morita-Baylis-Hillman adduct
• Spirocyclopropane-2-oxindole
• Dimerization-spirocyclopropanation

A novel magnesium iodide mediated unusual dimerization-spirocyclopropanation of bromo isomerised Morita-Baylis-Hillman adducts of isatin afforded highly functionalized 3-spirocyclopropane-2-oxindole derivatives as regioisomers in good combined yield. It has been observed that the regioselectivity is dependent on the nature of electron withdrawing group at the activated position. A plausible mechanism involving organomagnesium reagent has been proposed.

• 出版日期2011-7-13