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Frontispiece: Substituted 1 H ‐1,2,3‐Triazol‐4‐yl‐1 H ‐pyrrolo[2,3‐b]pyridines by De Novo One‐Pot Ring‐Forming Coupling/Cyclization/Desilylation Cu Alkyne/Azide Cycloaddition (AAC) Sequence
Author(s) -
Lessing Timo,
van Mark Hauke,
Müller Thomas J. J.
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201883664
Subject(s) - triazole , catalysis , ring (chemistry) , chemistry , block (permutation group theory) , combinatorial chemistry , azole , stereochemistry , component (thermodynamics) , antifungal , organic chemistry , mathematics , combinatorics , biology , physics , microbiology and biotechnology , thermodynamics
Substituted 1 H ‐1,2,3‐triazol‐4‐yl‐pyrrolo[2,3‐b]pyridines , intriguing biheteroaryls for kinase inhibition and selective ion‐detection, are formed in a de novo fashion via a consecutive three‐component reaction. The key feature of this novel azole and triazole anellation is a sequentially Pd/Cu‐catalyzed process taking advantage of a single catalyst system for both steps and TIPS‐butadiyne as a four‐carbon building block. The structural space can be readily varied at three points of diversity on page 8974 ff.