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Direct C−H Arylation of Indole‐3‐Acetic Acid Derivatives Enabled by an Autonomous Self‐Optimizing Flow Reactor
Author(s) -
Vasudevan N.,
Wimmer Eric,
Barré Elvina,
CortésBorda Daniel,
RodriguezZubiri Mireia,
Felpin FrançoisXavier
Publication year - 2021
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202001217
Subject(s) - acetic acid , combinatorial chemistry , scope (computer science) , chemistry , flow (mathematics) , indole test , continuous flow , catalysis , computer science , organic chemistry , biochemical engineering , mathematics , engineering , geometry , programming language
Described herein is a continuous‐flow strategy for the palladium‐catalyzed direct C−H arylation of indole‐3‐acetic acid derivatives with arenediazonium salts. A fully autonomous self‐optimizing flow platform was used to efficiently optimize the coupling reaction in a three‐dimensional space. The flow methodology developed is experimentally simple, mild, broad in scope, and safer than traditional batch approaches. Our continuous‐flow approach is particularly convenient to prepare precursors of pharmaceutically relevant compounds.