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C-O bond Formation in a Microfluidic Reactor: High Yield SNAr Substitution of Heteroaryl Chlorides.


ABSTRACT: This study describes our development of a novel and efficient procedure for C-O bond formation under mild conditions, for coupling heteroaryl chlorides with phenols or primary aliphatic alcohols. We utilized a continuous-flow microfluidic reactor for C-O bond formation in electron-deficient pyrimidines and pyridines in a much more facile manner with a cleaner reaction profile, high yield, quick scalability and without the need for the transition metal catalyst. This approach can be of general utility to make C-O bond containing intermediates of industrial importance in a continuous and safe manner.

SUBMITTER: Alam MP 

PROVIDER: S-EPMC4852388 | biostudies-literature | 2016 May

REPOSITORIES: biostudies-literature

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C-O bond Formation in a Microfluidic Reactor: High Yield S<sub>N</sub>Ar Substitution of Heteroaryl Chlorides.

Alam Mohammad Parvez MP   Jagodzinska Barbara B   Campagna Jesus J   Spilman Patricia P   John Varghese V  

Tetrahedron letters 20160501 19


This study describes our development of a novel and efficient procedure for C-O bond formation under mild conditions, for coupling heteroaryl chlorides with phenols or primary aliphatic alcohols. We utilized a continuous-flow microfluidic reactor for C-O bond formation in electron-deficient pyrimidines and pyridines in a much more facile manner with a cleaner reaction profile, high yield, quick scalability and without the need for the transition metal catalyst. This approach can be of general ut  ...[more]

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