Literature DB >> 19950339

Propargyl amine synthesis catalysed by gold and copper thin films by using microwave-assisted continuous-flow organic synthesis (MACOS).

Gjergji Shore1, Woo-Jin Yoo, Chao-Jun Li, Michael G Organ.   

Abstract

An effective multi-component reaction (MCR) protocol has been developed for the construction of propargyl amines from aldehydes, amines and terminal alkynes by using microwave-assisted continuous-flow organic synthesis (MACOS). The process is catalysed by thin films of either copper or gold that achieve temperatures in excess of 900 degrees C when irradiated with low levels of microwave power. The process works equally well for premixed solutions of the three starting materials, or as three separate streams, which improves the combinatorial efficiency of the method. The process tolerates a wide variety of functional groups and heterocycles, and conversion over these diverse substrates ranges from 70-90 %.

Entities:  

Year:  2010        PMID: 19950339     DOI: 10.1002/chem.200902396

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  11 in total

1.  Accessing Stereochemically Rich Sultams via Microwave-Assisted, Continuous Flow Organic Synthesis (MACOS) Scale-out.

Authors:  Michael G Organ; Paul R Hanson; Alan Rolfe; Thiwanka B Samarakoon; Farman Ullah
Journal:  J Flow Chem       Date:  2011-08       Impact factor: 2.786

2.  Application of a Double Aza-Michael Reaction in a 'Click, Click, Cy-Click' Strategy: From Bench to Flow.

Authors:  Qin Zang; Salim Javed; Farman Ullah; Aihua Zhou; Christopher A Knudtson; Danse Bi; Fatima Z Basha; Michael G Organ; Paul R Hanson
Journal:  Synthesis (Stuttg)       Date:  2011-09-01       Impact factor: 3.157

3.  In situ generation and intramolecular Schmidt reaction of keto azides in a microwave-assisted flow format.

Authors:  Thomas O Painter; Paul D Thornton; Mario Orestano; Conrad Santini; Michael G Organ; Jeffrey Aubé
Journal:  Chemistry       Date:  2011-07-27       Impact factor: 5.236

4.  Synthesis of amino-benzothiaoxazepine-1,1-dioxides utilizing a microwave-assisted, S(N)Ar protocol.

Authors:  Alan Rolfe; Farman Ullah; Thiwanka B Samarakoon; Ryan D Kurtz; Patrick Porubsky; Benjamin Neuenswander; Gerald H Lushington; Conrad Santini; Michael G Organ; Paul R Hanson
Journal:  ACS Comb Sci       Date:  2011-09-08       Impact factor: 3.784

5.  The development of a general strategy for the synthesis of tyramine-based natural products by using continuous flow techniques.

Authors:  Srinivas Achanta; Virginie Liautard; Robert Paugh; Michael G Organ
Journal:  Chemistry       Date:  2010-11-15       Impact factor: 5.236

6.  Scaling out by microwave-assisted, continuous flow organic synthesis (MACOS): multi-gram synthesis of bromo- and fluoro-benzofused sultams benzthiaoxazepine-1,1-dioxides.

Authors:  Farman Ullah; Thiwanka Samarakoon; Alan Rolfe; Ryan D Kurtz; Paul R Hanson; Michael G Organ
Journal:  Chemistry       Date:  2010-09-24       Impact factor: 5.236

Review 7.  Inductive heating and flow chemistry - a perfect synergy of emerging enabling technologies.

Authors:  Conrad Kuhwald; Sibel Türkhan; Andreas Kirschning
Journal:  Beilstein J Org Chem       Date:  2022-06-20       Impact factor: 2.544

8.  Synthesis of an Isoindoline-Annulated, Tricyclic Sultam Library via Microwave-Assisted, Continuous-Flow Organic Synthesis (MACOS).

Authors:  Farman Ullah; Qin Zang; Salim Javed; Patrick Porubsky; Benjamin Neuenswander; Gerald H Lushington; Paul R Hanson; Michael G Organ
Journal:  Synthesis (Stuttg)       Date:  2012       Impact factor: 3.157

9.  Unusual behavior in the reactivity of 5-substituted-1H-tetrazoles in a resistively heated microreactor.

Authors:  Bernhard Gutmann; Toma N Glasnov; Tahseen Razzaq; Walter Goessler; Dominique M Roberge; C Oliver Kappe
Journal:  Beilstein J Org Chem       Date:  2011-04-21       Impact factor: 2.883

10.  Continuous-flow hydration-condensation reaction: Synthesis of α,β-unsaturated ketones from alkynes and aldehydes by using a heterogeneous solid acid catalyst.

Authors:  Magnus Rueping; Teerawut Bootwicha; Hannah Baars; Erli Sugiono
Journal:  Beilstein J Org Chem       Date:  2011-12-15       Impact factor: 2.883

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