Fischer indole synthesis of 3-benzyl-1H-indole via conductive and dielectric heating

Panther, Jesco; Rechmann, Julian; Müller, Thomas J. J.

doi:10.1007/s10593-017-1983-2

Cited by 7 publications

(1 citation statement)

References 55 publications

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“…In addition, diverse methods for its preparation via Fischer synthesis have immensely benefitted from the use of MW irradiation. Synthetic protocols for indole synthesis were proposed in MW batch mode with a homogeneous 81 or heterogeneous acidic catalyst 82 and scaled up in MW continuous mode. 83 Because of its high efficiency and purity, MW-assisted Fischer synthesis has been practiced in the undergraduate laboratory starting from dehydroepiandrosterone acetate and phenyl hydrazine hydrochloride salt in glacial acetic acid ( Scheme 14 ).…”

Section: Synthesis Of Heterocycles and Multicomponent Reactionmentioning

confidence: 99%

Impact of Microwaves on Organic Synthesis and Strategies toward Flow Processes and Scaling Up

2021

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Microwave-assisted organic synthesis has been widely studied and deliberated, opening up some controversial issues as well. Nowadays, microwave chemistry is a mature technology that has been well demonstrated in many cases with numerous advantages in terms of the reaction rate and yield. The strategies toward scaling up find an ally in continuous-flow reactor technology comparing dielectric and conductive heating.

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Section: Synthesis Of Heterocycles and Multicomponent Reactionmentioning

confidence: 99%

Impact of Microwaves on Organic Synthesis and Strategies toward Flow Processes and Scaling Up

2021

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Ferric Chloride Catalyzed 1,3‐Rearrangement of (Phenoxymethyl)heteroarenes to (Heteroarylmethyl)phenols

et al. 2020

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A highly useful and robust method to (heteroarylmethyl)phenols, derivatives of arylheteroarylmethanes, was developed based on iron(III)‐catalyzed 1,3‐rearrangement of (phenoxymethyl)heteroarenes. It features cheap catalyst, mild reaction conditions, short reaction time and broad substrate scope. The mechanism of reaction was supported by a crossover experiment. Its application was demonstrated by the synthesis of a key intermediate in the synthesis of an oral leukotriene receptor antagonist zafirlukast.

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Practical and Scalable Organic Reactions with Flow Microwave Apparatus

Egami

Hamashima

2018

The Chemical Record

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Microwave irradiation has been used for accelerating organic reactions as a heating method and has been proven to be useful in laboratory scale organic synthesis. The major drawback of microwave chemistry is the difficulty in scaling up, mainly because of the low penetration depth of microwaves. The combination of microwave chemistry and flow chemistry is considered to overcome the problem in scaling up of microwave-assisted organic reactions, and some flow microwave systems have been developed in both academic and industrial communities. In this context, we have demonstrated the scale-up of fundamental organic reactions using a novel flow microwave system developed by the academic-industrial alliance between the University of Shizuoka, Advanced Industrial Science and Technology, and SAIDA FDS. In this Personal Account, we summarize the recent progress of our scalable microwaveassisted continuous synthesis using the SAIDA flow microwave apparatus.

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Fischer indole synthesis of 3-benzyl-1H-indole via conductive and dielectric heating

Cited by 7 publications

References 55 publications

Impact of Microwaves on Organic Synthesis and Strategies toward Flow Processes and Scaling Up

Impact of Microwaves on Organic Synthesis and Strategies toward Flow Processes and Scaling Up

Ferric Chloride Catalyzed 1,3‐Rearrangement of (Phenoxymethyl)heteroarenes to (Heteroarylmethyl)phenols

Practical and Scalable Organic Reactions with Flow Microwave Apparatus

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