Methylprenyl and Prenyl Protection for Sulfonamides

Synlett 2015
Anna Nikitjuka, Aleksandra Nekrasova, Aigars Jirgensons

2-Methylprenyl (MePre) is an efficient protection for sulfonamides. The acidic cleavage of this group leads to volatile by-products and the product can be obtained in high purity without additional purification. MePre group is resistant to Pd/C-catalysed hydrogenolysis at 1 atm, Suzuki–Miyaura reaction, Ni(0) catalysis conditions and oxidising reagents such as NIS and DDQ. The prenyl (Pre) group can also be used to protect sulfonamides in certain cases; however, the substrate scope is limited due to the side product formation.

Atslēgas vārdi
sulfonamides - protecting groups - allylation - cations - cleavage
DOI
10.1055/s-0034-1379428
Hipersaite
https://www.thieme-connect.com/products/ejournals/abstract/10.1055/s-0034-1379428

Nikitjuka, A., Nekrasova, A., Jirgensons, A. Methylprenyl and Prenyl Protection for Sulfonamides. Synlett, 2015, Vol.26, Iss.2, 183.-186.lpp. ISSN 0936-5214. Pieejams: doi:10.1055/s-0034-1379428

Publikācijas valoda
English (en)