Oxidation of benzylic sp3 C–H bonds of isochromans and phthalans to isocoumarins and phthalides has been achieved by employing α-angelica lactone as an organocatalyst.
ortho-Halogenated N-alkyl-N-acylbenzylamines can be cyclised to dihydroisoquinolones by reaction with KNH, in liquid NH, or lithium di-isopropylamide in tetrahydrofuran under photolytic and thermal conditions ; the procedure has been employed to synthesize (&)cherylline.
An efficient, hydrochloric acid promoted reaction for the synthesis of diarylmethyl sulfones has been developed via unprecedented 1, 6-conjugate addition reaction of tosylmethyl isocyanide (TosMIC) with para-quinone methides.This catalyst free reaction provides various diarylmethyl sulfones in good to excellent yields in an operationally simple method under metal free conditions. Further transformations of the productsare also demonstrated.
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