Assembly of 7-carboxylate indoles via the Cu-catalyzed coupling of substituted 2-iodobenzoic acids and substituted hydrazines

Wei, Quanpeng; Wang, Yunhan; Zhao, Jinlong; Zhang, Xiaojing; Ma, Dawei

doi:10.1016/j.tet.2019.130794

Cited by 10 publications

(2 citation statements)

References 25 publications

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“…In 2017, Ma’s group demonstrated the remarkable efficiency of BFMO as a supporting ligand to catalyze couplings of aryl halides with N-heterocycles, anilines, or secondary amines . More recently, they have demonstrated the use of the BFMO ligand for the preparation of indoles from N -alkenylhydrazines and 2-iodobenzoic acids . The carboxy directing group on the iodoarene was critical for the efficient coupling.…”

Section: Recent Reports On Cu-catalyzed C–n Couplingsmentioning

confidence: 99%

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Recent Advances in Nonprecious Metal Catalysis

Singer

Monfette

Bernhardson

et al. 2020

Org. Process Res. Dev.

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Nonprecious metal catalysis is a highly active area of research for both industrial and academic laboratories. New methods that efficiently generate useful functionality in cost-effective, high yielding, and environmentally friendly ways naturally garner attention from process chemists in many different industries. This series of highlights summarizes literature on the general topic of nonprecious metal catalysis over four-month timeframes and will focus on major trends in the field that are of general interest in the pharmaceutical industry. The first installment highlights selected transformations using copper, nickel, and iron catalysts.

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Section: Recent Reports On Cu-catalyzed C–n Couplingsmentioning

confidence: 99%

“…7 More recently, they have demonstrated the use of the BFMO ligand for the preparation of indoles from N-alkenylhydrazines and 2-iodobenzoic acids. 8 The carboxy directing group on the iodoarene was critical for the efficient coupling. One advantage of this is that nonadjacent bromo substituents will not competitively participate in the coupling (Scheme 1).…”

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confidence: 99%