Preparation method of aryl substituted biphenyl, pyrrole, indole or binaphthyl monophosphine ligand

Abstract

The invention discloses a preparation method for a new-style monophosphine ligand. The method comprises the following process: (a) by taking a commercialized biphenyl, pyrrole, indol or binaphthyl monophosphine ligand as a raw material, under the protection of inert gas, controlling the reaction temperature to be 70-150 DEG C in an organic solution under the participation of an inorganic base, and carrying out monovalent rhodium catalysis on the raw material and an aromatic halogenated compound to prepare the new-style aryl-substituted biphenyl, pyrrole, indol or binaphthyl monophosphine ligand. The synthetic route is not reported in literature, and the raw material is cheap and easily available; and the unit operation is simple, and the requirement on equipment is low, so that the preparation method is suitable for quickly constructing a new-style monophosphine ligand library.

Description

technical field [0001] The invention relates to a preparation method of a novel monophosphine ligand. Background technique [0002] Transition metal catalyzed reactions are closely related to the development of ligands. As the most widely used ligands in the increasingly popular cross-coupling field, phosphine ligands have also attracted more and more attention from synthetic chemists. The biphenyl biphenyls developed by the Buchwald research group Alkyl(aryl)monophosphine ligands have shown excellent applications in palladium-catalyzed carbon-carbon and carbon-heterobond formation reactions (Aranyos, A.; Old, D.W.; Kiyomori, A.; Wolfe, J.P. ; Sadighi, J.P.; Buchwald, S.L.J. Am. Chem. Soc. 1999, 121, 4369). However, there are tedious steps in the synthesis of large sterically hindered aryl-substituted biphenyl monophosphine ligands (the first step is to synthesize biphenylboronic acid, the second step is Suzuki reaction, and the third step is cross-coupling reaction to prep...

AI Technical Summary

Problems solved by technology

However, there are tedious steps in the synthesis of large sterically hindered aryl-substituted biphenyl monophosphine ligands (the first step is to synthesize biphenylboronic acid, the second step is Suzuki reaction, and the third step is cross-coupling reaction to prepare phosphine ligands), Problems such as single structure and low total yield

These problems have greatly affected the development and application of such ligands

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