ChemInform Abstract: Stereoselective Synthesis of Alkylidene Phthalides.

Abstract

The products are formed as mixtures of E/Z isomers only the major isomer of which is isolated in moderate to high yields.

Reactions of Sulfonylphthalide with Diverse Activated Imines for the Synthesis of Enaminophthalides, Spiro-isoquinolinones, and Homalicine Natural Products

“…1 Despite significant biological activities, only limited advancements have been made so far for the synthesis of alkylidenephthalides of type I−III, which include the Wittig−Horner reaction, 2 transition metal catalyzed cross coupling, 3 and Grignard and lithium enolate mediated reactions. 4 Surprisingly, transition metal free approaches for the synthesis of such alkylidenephthalides are scarce. 2,4 From another perspective, spiro-oxindole frameworks are found in a number of bioactive compounds such as NITD609 IV, MDM2 inhibitors V, etc., which possess antimalarial, antitumor, and anticancer activities.…”

“…4 Surprisingly, transition metal free approaches for the synthesis of such alkylidenephthalides are scarce. 2,4 From another perspective, spiro-oxindole frameworks are found in a number of bioactive compounds such as NITD609 IV, MDM2 inhibitors V, etc., which possess antimalarial, antitumor, and anticancer activities. 5 Similarly, isocoumarins are present in a wide range of natural products and bioactive compounds.…”