Hypervalent iodine-catalyzed amide and alkene coupling enabled by lithium salt activation

• Akanksha Chhikara,
• Fan Wu,
• Navdeep Kaur,
• Prabagar Baskaran,
• Alex M. Nguyen,
• Zhichang Yin,
• Anthony H. Pham and
• Wei Li

Beilstein J. Org. Chem. 2024, 20, 1405–1411, doi:10.3762/bjoc.20.122

• .20.122 Abstract Hypervalent iodine catalysis has been widely utilized in olefin functionalization reactions. Intermolecularly, the regioselective addition of two distinct nucleophiles across the olefin is a challenging process in hypervalent iodine catalysis. We introduce here a unique strategy using

• simple lithium salts for hypervalent iodine catalyst activation. The activated hypervalent iodine catalyst allows the intermolecular coupling of soft nucleophiles such as amides onto electronically activated olefins with high regioselectivity. Keywords: amide coupling; hypervalent iodine catalysis

• nucleophiles were incorporated (Scheme 1b) [29][30][31][32][33][34][35][36][37][38][39][40]. Intermolecular hypervalent iodine catalysis with the regioselective additions of two distinct nucleophilic functionalities across an olefin, however, remains challenging with limited solutions [41][42][43][44][45][46

Redox-active molecules as organocatalysts for selective oxidative transformations – an unperceived organocatalysis field

• Elena R. Lopat’eva,
• Igor B. Krylov,
• Dmitry A. Lapshin and
• Alexander O. Terent’ev

Beilstein J. Org. Chem. 2022, 18, 1672–1695, doi:10.3762/bjoc.18.179

• the key factor for the high chemoselectivity. Hypervalent iodine catalysis Effective hypervalent iodine(III)-catalyzed processes (for example, oxidative double C=C bond functionalization, oxidative cyclizations, CH-functionalization of carbonyl compounds, etc.) employing mainly peroxoacids or electric

Palladium-catalyzed synthesis of N-arylated carbazoles using anilines and cyclic diaryliodonium salts

• Stefan Riedmüller and
• Boris J. Nachtsheim

Beilstein J. Org. Chem. 2013, 9, 1202–1209, doi:10.3762/bjoc.9.136

• -metal-mediated reactions to construct new C–N bonds [16][17][18][19], whereas examples dealing with cyclic iodonium salts are underrepresented [20]. Our group is interested in the development of new C–X coupling strategies via (hypo)iodite or hypervalent iodine catalysis [21][22][23]. Here, we wish to