210972-38-6

Upstream product

• 127-65-1 chloroamine-T 
• 556-82-1 3-methyl-2-buten-1-ol 

Downstream Products

• 909794-53-2 4-methyl-N-(2-(oxiran-2-yl)propan-2-yl)benzenesulfonamide 
• 1200317-86-7 C₁₈H₂₃NO₃SSe 
• 1200318-63-3 C₁₈H₂₃NO₃S₂ 
• 1200318-60-0 C₁₈H₂₃NO₃S₂ 
• 1190378-44-9 C₁₉H₂₅NO₃S₃ 
• 369354-91-6 toluene-4-sulfonic acid 3,3-dimethyl-1-(toluene-4-sulfonyl)-aziridin-2-ylmethyl ester 

Relevant academic research and scientific papers

Twofold Radical-Based Synthesis of N, C-Difunctionalized Bicyclo[1.1.1]pentanes

Bicyclo[1.1.1]pentylamines (BCPAs) are of growing importance to the pharmaceutical industry as sp3-rich bioisosteres of anilines and N-tert-butyl groups. Here we report a facile synthesis of 1,3-disubstituted BCPAs using a twofold radical functionalization strategy. Sulfonamidyl radicals, generated through fragmentation of α-iodoaziridines, undergo initial addition to [1.1.1]propellane to afford iodo-BCPAs; the newly formed C-I bond in these products is then functionalized via a silyl-mediated Giese reaction. This chemistry also translates smoothly to 1,3-disubstituted iodo-BCPs. A wide variety of radical acceptors and iodo-BCPAs are accommodated, providing straightforward access to an array of valuable aniline-like isosteres.

Tetrathiomolybdate mediated rearrangement of aziridinemethanol tosylates: A thia-aza-payne rearrangement

Aziridinemethanol sulfonate esters react with tetrathiomolybdate 1 to give thiirane derivatives as the major product and cyclic disulfides as minor product under mild reaction conditions via an unprecedented thia-aza-Payne-type rearrangement. Interestingly, when the reaction of 1 was carried out with 2-aziridino-cyclohexanol derivatives it resulted in the formation of thia-bicyclo[3.1.1]heptane or dithia-bicyclo[3.2.1]octane derivatives.

Synthesis of substituted allylic sulfonamides from β-alkoxy aziridines and organolithium reagents

The scope and limitations of the organolithium-mediated conversion of β-methoxy N-tosyl aziridines derived from acyclic allylic alcohols into substituted allylic sulfonamides are described. Georg Thieme Verlag Stuttgart.

Aziridination of olefins

A method for the direct aziridination of olefins as well as a wide range of allylic alcohols employs phenyltrimethylammonium tribromide (PTAB) as a general and effective catalyst and N-sodio-N-chloro sulfonamides, chloramine salts, as the nitrogen source.