Cyclopropyl Thioethers, New Inputs for Palladium Catalyzed Ring Opening of Cyclopropanes,Organic Process Research & Development

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Cyclopropyl Thioethers, New Inputs for Palladium Catalyzed Ring Opening of Cyclopropanes
Organic Process Research & Development ( IF 3.1 ) Pub Date : 2019-11-21 , DOI: 10.1021/acs.oprd.9b00444
Sudipta Ponra ₁ , Aude Nyadanu ₂ , Na Pan _{3,

4} , Elodie Martinand-Lurin ₄ , Alexandra Savy ₄ , Maxime Vitale ₁ , Laurent El Kaim ₂ , Laurence Grimaud ₄

Affiliation

We present herein a new palladium-catalyzed ring opening of cyclopropane-substituted thioethers. The study involves an intramolecular trapping of an intermediate aryl palladium to afford thiochromene derivatives. In contrast to the analogous cyclopropylamines which led to efficient ring opening using triphenylphosphine as ligand for palladium, good yields for cyclopropyl thioethers required the use of bulkier electron-donating phosphines, such as tri-tert-butylphosphine.

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