313227-83-7

Upstream product

• 70-55-3 toluene-4-sulfonamide 
• 142389-35-3 (Z)-1-iodo-3-methanesulfonyloxy-1-propene 
• 37428-57-2 (Z)-3-iodoprop-2-en-1-ol 

Downstream Products

• 1585185-82-5 C₁₃H₁₄INO₂S 
• 1585185-68-7 C₁₄H₁₇NO₃S 
• 1585185-89-2 C₁₃H₁₄INO₂S 

Relevant academic research and scientific papers

Palladium-catalyzed cyclization of vinyl iodide-tethered allensulfonamide

This Letter describes a palladium-catalyzed cyclization of vinyl iodide-tethered allensulfonamide in the presence of alkylol, which provides a facile access to 2-alkoxy-3-methylene-tetrahydropyridine. The asymmetric version of this reaction has also been preliminarily realized with up to 81% enantioselectivity when chiral bisphosphine ligands were used.

Novel intramolecular [4 + 1] and [4 + 2] annulation reactions employing cascade radical cyclizations

Tributyltin hydride and tris(trimethylsilyl)silane promote sequential/cascade free radical cyclization reactions of dienoate tethered vinyliodides or alkynes. These processes produce [4 + 1] and [4 + 2] annulated products. In contrast, the electrochemical reductions of the vinyliodides afford monocyclic compounds. Both the regiochemical and stereochemical courses of the sequential radical cyclizations strongly depend on substrate structure. Especially important is the balance between steric and stereoelectronic (Baldwin's rules) factors that serve to control cyclization regiochemistry.