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Versatile Deacylative Cross-coupling of Aromatic Ketones(Published in Chem, September 2024)

Journal Title
/掲載ジャーナル名
Chem
Publication Year and Month
/掲載年月
September, 2024
Paper Title
/論文タイトル
Versatile Deacylative Cross-coupling of Aromatic Ketones
DOI
/論文DOI
10.26434/chemrxiv-2024-hd62q
 Author of Waseda University
/本学の著者
Hikaru Nakahara(Student, Faculty of Science and Engineering, School of Advanced Science and Engineering):Lasr Author
Related Websites
/関連Web
Abstract
/抄録
Transition metal-catalyzed cross-couplings represent the most dependable techniques for linking aryl electrophiles with nucleophiles to synthesize a diverse array of valuable aromatic compounds. While aromatic ketones are crucial intermediates in the synthesis of aromatic compounds with numerous known methods for carbonyl transformations and aromatic ring modifications, few consider them as aryl electrophiles suitable for cross-coupling. This is primarily because forming new bonds with nucleophiles requires the cleavage of a strong C–C bond. Herein, we introduce a cross-coupling method that effectively utilizes aromatic ketones as versatile aryl electrophiles. The cornerstone of our strategy is the transformation of aromatic ketones into aromatic esters via sequential Claisen and regioselective retro-Claisen condensations. The resulting esters are then capable of undergoing reactions with various nucleophiles in a one-pot process.
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