Synthesis of Indoles by Palladium‐Catalyzed Reductive
            <scp>N</scp>
            ‐Heteroannulation of 2‐Nitrostyrenes: Methyl Indole‐4‐Carboxylate

Söderberg, Björn C.G.; Shriver, James A.; Wallace, Jeffery M.

doi:10.1002/0471264180.os080.09

Cited by 2 publications

(1 citation statement)

References 8 publications

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“…In the time frame covered in more detail in this review, Söderberg has also published a “Discussion Addendum” to a previously published paper on the synthesis of indoles by palladium catalyzed reductive cyclization of o‐ nitrostyrenes …”

Section: Synthesis Of N‐heterocycles By Intra‐molecular Cyclization Rmentioning

confidence: 99%

Transition Metal Catalyzed Reductive Cyclization Reactions of Nitroarenes and Nitroalkenes

2019

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Nitroarenes are the entry point for the production of most nitrogen‐containing aromatic compounds. Thus, any transformation that leads directly from them to the final product allows saving one or more synthetic steps. This review deals with homogeneously catalyzed reactions leading to the formation of N‐heterocyclic compounds from nitroarenes or nitroalkenes in one pot. Reactions that lead to the intermediate formation of amines are not considered. Carbon monoxide is the most often employed reductant because it allows selective reactions, is cheap, and only produces CO2 as stoichiometric byproduct. However, the difficulty in handling pressurized CO has stimulated in recent years the development of CO‐surrogates, that is molecules able to liberate CO during the reaction. The use of phosphines and diols has also been developed in conjunction with molybdenum catalysts. The review focusses in more detail on the literature in the period 2006–2018, but reference to earlier work is made when necessary to put recent results in a more general context.

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Section: Synthesis Of N‐heterocycles By Intra‐molecular Cyclization Rmentioning

confidence: 99%

Transition Metal Catalyzed Reductive Cyclization Reactions of Nitroarenes and Nitroalkenes

2019

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Discussion Addendum for: Synthesis of Indoles By Palladium Catalyzed Reductive N ‐Heteroannulation of 2‐Nitrostyrenes: Methyl Indole‐4‐Carboxylate

Södeberg

2011

Organic Syntheses

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triphenylphosphine triphenylphosphine oxide 3,4,7,8‐tetramethyl‐1,10‐phenanthroline palladium ditrifluoroacetate bis(diphenylphosphino)propane Pinacolborane 3‐methyl‐1‐azatricyclo[5.2.1.0]decane

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Synthesis of Indoles by Palladium‐Catalyzed Reductive N ‐Heteroannulation of 2‐Nitrostyrenes: Methyl Indole‐4‐Carboxylate

Abstract: Methyl indole‐4‐carboxylate Methyl 2‐methyl‐3‐nitrobenzoate Methyl 2‐bromomethyl‐3‐nitrobenzoate Methyl 2‐ethenyl‐3‐nitrobenzoate Palladium acetate

Cited by 2 publications

References 8 publications

Transition Metal Catalyzed Reductive Cyclization Reactions of Nitroarenes and Nitroalkenes

Transition Metal Catalyzed Reductive Cyclization Reactions of Nitroarenes and Nitroalkenes

Discussion Addendum for: Synthesis of Indoles By Palladium Catalyzed Reductive N ‐Heteroannulation of 2‐Nitrostyrenes: Methyl Indole‐4‐Carboxylate

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