Tetrahedron Letters 2018-04-10

Efficient Suzuki-Miyaura mono-arylation of symmetrical diiodo(hetero)arenes

Alexander Sapegin, Mikhail Krasavin

Index: 10.1016/j.tetlet.2018.04.015

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Abstract

A reliable protocol for converting 1,4-diiodo-2,3,5,6-tetrafluorobenzene into 1-(hetero)aryl-4-iodo-2,3,5,6-tetrafluorobenzene derivatives has been lacking in the literature. We have identified optimal conditions to achieve this conversion in good yields and have minimized formation of the bis-coupling product. The newly identified protocol involving the use of a syringe pump has been extended to other symmetrical diiodo(hetero)arenes.