Droplet-based continuous flow synthesis of biologically active Bis(indolyl)methanes and Tris(indolyl)methanes

Nam, Su Min; Jang, Yea Seul; Son, Go Eun; Song, Chan Ho; In, Insik; Park, Chan Pil

doi:10.1016/j.tetlet.2020.152178

Cited by 11 publications

(9 citation statements)

References 38 publications

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“…However, in traditional batch systems, the low surface area‐to‐volume ratio limits the mass transfer of the reactants through interfaces, causing problems such as delaying the desired reaction and accelerating side reactions. Continuous flow systems with a higher surface area‐to‐volume ratio than batch systems enhance mass and heat transfer 3–7 . In addition, because of advantages such as a short diffusion distance and high mixing efficiency, the reaction time can be shortened.…”

Section: Figurementioning

confidence: 99%

Synthesis of gem‐Dichlorocyclopropanes Using Liquid–Liquid Slug Flow

Lee

Jang

Park

et al. 2021

Bulletin Korean Chem Soc

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By analyzing the causes of precipitation and clogging in continuous flow dichlorocyclopropanation, we established that the flow reaction can be performed only with T‐junctions and microtubes. Unlike tertiary amines, when quaternary ammonium salts were used as PTCs, precipitation and clogging in microchannels did not occur, and an excellent yield of up to 99% was obtained after optimizing the reaction temperature, reactant concentration, and retention time. In the scale‐up experiment, the reaction yields slightly decreased as the inner diameter (ID) of the microchannel was increased, but the calculated throughput increased from 2.41 g/h (ID: 1.5 mm) to 3.46 g/h (ID: 1.9 mm) and 5.13 g/h (ID: 2.4 mm)

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Section: Figurementioning

confidence: 99%

Synthesis of gem‐Dichlorocyclopropanes Using Liquid–Liquid Slug Flow

Lee

Jang

Park

et al. 2021

Bulletin Korean Chem Soc

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“…An alternative metal‐free method for the synthesis of quaternary α‐amino esters was reported by Nam and Jang (Scheme 3 B). [14] This procedure employs BEt 3 as a radical initiator to generate open‐shell species from alkyl iodides. The generated radical intermediates undergo radical addition to hydrazine derivatives of α‐keto esters to produce the desired products.…”

Section: De Novo Synthesismentioning

confidence: 99%

Radical‐Based Synthesis and Modification of Amino Acids

et al. 2020

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AdriµnG ómez-Suµrez graduated from the University of Santiago de Compostela in 2009. In 2014 he was awarded his PhD from the University of St. Andrews for his studies on the chemistry of dinuclear gold complexes under the supervision of Prof. Steven P. Nolan. Forp ostdoctoral research he moved to the WWU Münster to work with Prof. Frank Glorius. In 2018 he started his habilitation at the Bergische Universität Wuppertal, under the mentorship of Prof. Stefan F. Kirsch. His research interests include radical chemistry,c atalysis, and photochemistry. Scheme 1. Syntheses of a,b-diamino esters. Scheme 2. Synthesis of C-glyco-a-AAs.

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“…Eine alternative, metallfreie Methode zur Synthese von quartären α‐Aminoestern wurde von Jang beschrieben (Abbildung 3 B). [14] Dieser Ansatz verwendet BEt 3 als Initiator, um aus Alkyliodiden Radikale zu generieren. Die erzeugten Radikalintermediate addieren an Hydrazinderivate von α‐Ketoestern, um so die gewünschten Produkte zu liefern.…”

Section: Introductionunclassified