An organocatalytic domino aza/oxa-Michael/1,6-addition reaction of ortho-tosylaminophenyl or ortho-hydroxyphenyl-substituted para-quinone methides and ynals has been developed. In the presence of 20 mol % of morpholine, this unprecedented cascade reaction occurs readily in good yield (up to 99%), providing a highly efficient synthetic approach to synthetically valuable 1,4-dihydroquinolines and 4H-chromenes.

A palladium-catalyzed asymmetric [3+2] cycloaddition reaction of methyleneindolinones with vinylethylene carbonates has been successfully developed, which provides a highly efficient method for the synthesis of structurally diverse 3,3′-tetrahydrofuryl spirooxindoles in high yields (≤99%) with excellent stereoselectivities (>20:1 dr, ≤99% ee). Furthermore, this methodology shows a wide substrate scope and high utility in diversity-oriented synthesis.

A facile one-pot synthesis has been developed through alkylation/acylation of ortho-tosylaminophenyl-substituted para-quinone methides followed by an intramolecular 1,6-conjugate addition and oxidation sequence.

An Iridium‐catalyzed [4+3] cyclization of ortho‐tosylaminophenyl‐substituted para‐quinone methides with vinylic oxiranes or vinyl aziridines has been successfully developed. In the presence of [Ir(cod)Cl]2 and a suitable base, this unprecedented cascade reaction occurs readily in good yield (up to 97%) and high diastereoselectivity (dr>20 : 1), providing a highly efficient synthetic approach to synthetically valuable seven‐membered heterocyclic frameworks.

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