Photocatalytic deaminative benzylation and alkylation of tetrahydroisoquinolines with N-alkylpyrydinium salts

• David Schönbauer,
• Carlo Sambiagio,
• Timothy Noël and
• Michael Schnürch

Beilstein J. Org. Chem. 2020, 16, 809–817, doi:10.3762/bjoc.16.74

• alkyl and allyl groups were also successfully introduced via the same method. Additionally, the typically applied N-phenyl group in the THIQ substrate could be replaced by the cleavable p-methoxyphenyl (PMP) group and successful N-deprotection was demonstrated. Keywords: C–H functionalization; C(sp3)–C

• (sp3) coupling; deaminative coupling; Katritzky salt; photoredox catalysis; Introduction The selective formation of new carbon–carbon bonds via direct C–H functionalization bears the potential of being a process of high efficiency [1][2][3]. Since C–H bonds are omnipresent in organic compounds it is

Sonogashira–Hagihara reactions of halogenated glycals

• Dennis C. Koester and
• Daniel B. Werz

Beilstein J. Org. Chem. 2012, 8, 675–682, doi:10.3762/bjoc.8.75

• from glycosyl halides [22]. Worthy of note is that this transformation displays a C(sp3)–C(sp3) coupling in the case of alkyl-C-glycosides and a C(sp2)–C(sp3) coupling in the preparation of aryl-C-glycosides. Although the diasteroselectivity of the reaction is highly dependent on the type of