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Rhodium(III)‐Catalyzed ortho CH Heteroarylation of (Hetero)aromatic Carboxylic Acids: A Rapid and Concise Access to π‐Conjugated Poly‐heterocycles
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Zeitschriftentitel: | Angewandte Chemie |
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Personen und Körperschaften: | , , , , , , , , |
In: | Angewandte Chemie, 127, 2015, 24, S. 7273-7276 |
Medientyp: | E-Article |
Sprache: | Englisch |
veröffentlicht: |
Wiley
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Schlagwörter: |
Zusammenfassung: | <jats:title>Abstract</jats:title><jats:p>Rh<jats:sup>III</jats:sup>‐catalyzed oxidative CH/CH cross‐coupling between (hetero)aromatic carboxylic acids and various heteroarenes has been accomplished to construct highly functionalized <jats:italic>ortho</jats:italic>‐carboxy‐substituted bi(hetero)aryls. The use of a carboxy group as the directing group obviates tedious steps for installation and removal of extra directing groups, and enables a facile one‐step synthesis of <jats:italic>ortho</jats:italic>‐carboxy bi(hetero)aryls. The method provides opportunities for rapid assembly of a library of important fluorene and coumarin‐type poly‐heterocycles through intramolecular electrophilic substitution or oxidative lactonization. As illustrative examples, the strategy developed herein greatly streamlines accesses to a variety of appealing polyheterocycles such as DTPO (5<jats:italic>H</jats:italic>‐dithieno[3,2‐<jats:italic>b</jats:italic>:2′,3′‐<jats:italic>d</jats:italic>]pyran‐5‐one), CPDTO (cyclopentadithiophen‐4‐one), and indenothiophenes.</jats:p> |
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Umfang: | 7273-7276 |
ISSN: |
0044-8249
1521-3757 |
DOI: | 10.1002/ange.201501982 |