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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Pd-catalyzed electrophilic cyclization/C-H annulation cascade of 1,8-diyne oxime ethers to access fused oxepines
Vavilapalli Suresh1,2, T Mahipal Reddy1,2, Jagadeesh Babu Nanubolu2,3
1Department of OSPC, CSIR-Indian Institute of Chemical Technology, Habsiguda, Hyderabad 500007, India. msreddy@iict.res.in.
Abstract:
Harnessing the metal-catalyzed cascade cyclizations constitutes a challenging task but offers an outstanding tool to access polycyclic scaffolds. We present herein a Pd(II)-catalyzed cascade cyclization of 1,8-diyne oxime ethers via a consecutive intramolecular oxy-palladation/carbopalladation/C-H annulation for the construction of oxepine-fused trinuclear polycyclic scaffolds. Some control and kinetic experiments were carried out to understand the mechanism, and a few product elaborations were achieved to further showcase the potential of the reaction.
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