CAS 52601-82-8, Cat. No EN300-52097304
Reagent for cyclization
N,N-Bis(2-bromoethyl)-4-methylbenzenesulfonamide is a p-toluenesulfonamide derivative bearing two reactive bromoethyl groups. It acts as a bis-electrophile for constructing spirocyclic and fused heterocyclic systems, such as oxetane-fused benzimidazoles. The reagent is used to synthesize o-cycloalkylaminoacetanilides, which undergo oxidative cyclization1. The bromoethyl groups enable efficient double alkylation, allowing for sequential or simultaneous functionalization2. The reagent's reactivity and versatility make it a valuable tool for the divergent synthesis of complex nitrogen-containing scaffolds.
Synonyms: N-benzenesulfonamide, N,N-bis(2-bromoethyl)-4-methyl-; N-tosyl bis(2-bromoethyl)amine; N,N-bis(2-bromoethyl)-4-methylbenzenesulfonamide
Selected publications
-
Synthesis of a Spirocyclic Oxetane-Fused Benzimidazole.
Gurry, M.; McArdle, P.; Aldabbagh, F. Molecules 2015, 20 (8), 13864–13874. DOI: 10.3390/molecules200813864
-
Photocatalysis and Kinetic Resolution by Lithiation to Give Enantioenriched 2-Arylpiperazines.
Das, A.; Choi, A.; Coldham, I. Org Lett 2023, 25 (6), 987–991. DOI: 10.1021/acs.orglett.3c00074