16801-70-0

Upstream product

• 5452-35-7 cycloheptanamine 
• 98-59-9 p-toluenesulfonyl chloride 
• 502-41-0 cycloheptanol 
• 70-55-3 toluene-4-sulfonamide 
• 628-92-2 Cycloheptene 

Downstream Products

• 115522-40-2 (1R,5S)-8-tosyl-8-azabicyclo[3.2.1]octane 
• 115522-50-4 N-<4-Hydroxy-cycloheptyl>-p-toluolsulfonamid 
• 95687-91-5 N-(4-Hydroxy-cycloheptyl)-benzamid 
• 14156-24-2 N-(4-Oxo-cycloheptyl)-benzamide 
• 16801-71-1 N-(4-Oxo-cycloheptyl)-p-toluolsulfonamid 

Relevant academic research and scientific papers

InBr3 Catalyzed intermolecular hydroamination of unactivated alkenes

InBr3 has been demonstrated to be a simple catalyst for the intermolecular hydroamination of unactivated alkenes to produce tosyl- and mesyl-protected amines in moderate to good yields.

Stereoinversion of Unactivated Alcohols by Tethered Sulfonamides

The direct, catalytic substitution of unactivated alcohols remains an undeveloped area of organic synthesis. Moreover, catalytic activation of this difficult electrophile with predictable stereo-outcomes presents an even more formidable challenge. Described herein is a simple iron-based catalyst system which provides the mild, direct conversion of secondary and tertiary alcohols to sulfonamides. Starting from enantioenriched alcohols, the intramolecular variant proceeds with stereoinversion to produce enantioenriched 2- and 2,2-subsituted pyrrolidines and indolines, without prior derivatization of the alcohol or solvolytic conditions.

Iron-Catalyzed Hydroamination and Hydroetherification of Unactivated Alkenes

The hydrofunctionalization of alkenes, explored for over 100 years, offers the potential for a direct, atom-economical approach to value-added products. While thermodynamically favored, the kinetic barrier to such processes necessitates the use of catalysts to control selectivity and reactivity. Modern variants typically rely on noble metals that require different ligands for each class of hydrofunctionalization, thereby limiting generality. This Letter describes a general iron-based system that catalyzes the hydroamination and hydroetherification of simple unactivated olefins.

Transition-Metal-Free One-Step Synthesis of Ynamides

A robust transition-metal-free one-step strategy for the synthesis of ynamides from sulfonamides and (Z)-1,2-dichloroalkenes or alkynyl chlorides is presented. This method is not only effective for internal ynamides but also amenable for terminal ynamides. Various functional groups, even the vinyl moiety, are compatible, and thus, this strategy offers the opportunity for further functionalization.

Simple and versatile catalytic system for N-alkylation of sulfonamides with various alcohols

"Chemical Equation Presented" A simple and versatile catalytic system for N-alkylation of sulfonamides with various alcohols based on a catalytic hydrogen transfer reaction has been developed under a low catalyst loading of [Cp*lrCl2]2 (0.050-1.5 mol %) in the presence of t-BuOK. A variety of N-alkylated sulfonamides were prepared In good to excellent yields. Mechanistic investigations revealed that the key catalytic species in the present system is a sulfonylimido-bridged unsaturated diirldium complex [(Cp*lr)2(μ-NTs)2].

Recyclable gallium as catalyst precursor for a convenient and solvent-free method for the intermolecular addition of sulfonamides to alkenes

Gallium(III) iodide, which is conveniently formed in situ from gallium and iodine, is a competent catalyst for the inter- and intramolecular addition of p-toluenesulfonamides to alkenes. After each reaction, the metallic gallium can easily be recycled and used for subsequent transformations. Georg Thieme Verlag Stuttgart.

Expedient synthesis of sulfinamides from sulfonyl chlorides

Sulfinamides were synthesized from sulfonyl chlorides using a procedure involving in situ reduction of sulfonyl chlorides. The reaction is broad in scope and easy to perform.