385369-83-5

Upstream product

• 941-55-9 4-toluenesulfonyl azide 
• 105-60-2 caprolactam 
• 98-59-9 p-toluenesulfonyl chloride 
• 70-55-3 toluene-4-sulfonamide 
• 592-90-5 oxepane 
• 4048-33-3 6-amino-1-hexanol 

Downstream Products

• 292819-39-7 4-methyl-N-(6-((tetrahydro-2H-pyran-2-yl)oxy)hexyl)benzenesulfonamide 
• 292819-43-3 2-(4-Carboxy-benzyl)-2-{(Z)-4-[(6-hydroxy-hexyl)-(toluene-4-sulfonyl)-amino]-but-2-enyl}-malonic acid dimethyl ester 
• 1236827-43-2 N-[6-(tert-butyldimethylsilyloxy)-hexyl]-tosylamide 
• 1353723-22-4 6-(toxylamino)hexanal 

Relevant academic research and scientific papers

Nickel/Photoredox Dual Catalytic Cross-Coupling of Alkyl and Amidyl Radicals to Construct C(sp3)-N Bonds

The construction of C(sp3)-N bonds via direct radical-radical cross-coupling under benign conditions is a desirable but challenging approach. Herein, the cross-coupling of alkyl and amidyl radicals to build aliphatic C-N bonds in a concise, mild, and oxid

Ruthenium-Pincer-Catalyzed Hydrogenation of Lactams to Amino Alcohols

By using the commercially available ruthenium pincer complex (Ru-MACHO-BH) as a catalyst, the challenging direct hydrogenation of lactams and analogues has been successfully accomplished to deliver corresponding value-added amino alcohols in good-to-excellent yields under mild reaction conditions. Remarkably, in addition to N-protected lactams, unprotected ones could also be readily reduced in the presence of a catalytic amount of weak base or even under neutral reaction conditions, which further highlights the broad substrate scope and the protocol efficiency.

Metal-free one-pot α-carboxylation of primary alcohols

An efficient metal-free procedure for the formal α-carboxylation of primary alcohols has been developed. The method involves a one-pot oxidation/Passerini/hydrolysis sequence and provides access to α-hydroxy acids bearing a broad range of functional groups. A minor modification to the reaction conditions extends the range of accessible products to α-hydroxy esters.

Biomimetic aerobic oxidation of amino alcohols to lactams

The right path: N-Protected amino alcohols undergo aerobic and biomimetic oxidation to the corresponding lactams in the presence of a ruthenium catalyst and a combination of electron-transfer mediators under air (see scheme). The reaction was used for the synthesis of five-, six-, and seven-, membered lactams and showed good tolerance to a number of N-protecting groups. Copyright

Synthesis of small and large fused bicyclic compounds by tandem dienyne ring-closing metathesis

(Equation Presented). A tandem ring-closing metathesis reaction using ruthenium catalyst was carried out to synthesize various fused bicyclic compounds containing both small and large rings. Fast ring-closure of the small ring and slow ring-closure of the large ring resulted in the formation of only one isomer. Further manipulation such as the Diels-Alder reaction was carried out to prepare a complex molecule containing multiple rings of different sizes.

Nucleophilic cycloaromatization of ynamide-terminated enediynes

Introduction of a nitrogen atom at one of the acetylenic termini of 10-, 11-, 12-, and 13-membered benzannulated cyclic enediynes results in a complete suppression of the conventional radical Bergman reaction in favor of a polar cycloaromatization. The latter reaction is catalyzed by acids and proceeds via initial protonation of an ynamide fragment. The resulting ketenimmonium cation then cyclizes to produce naphthyl cation, which rapidly reacts with nucleophiles or undergoes Friedel-Crafts addition to aromatic compounds. In alcohols, addition of the nucleophilic solvent across the activated triple bond competes with the cyclization reaction. The ratio of cyclized to solvolysis products decreases with the increase in ring size.

α-Amidation of cyclic ethers catalyzed by simple copper salt and a mild and efficient preparation method for α,ω-amino alcohols

Copper(II) trifluoromethanesulfonate catalyzed the amidation of cyclic ethers with iminoiodanes under mild conditions (CH2Cl2, 40°C) with good yields (up to 86% based on 97% conversion) and selectivity (only α-amino products were fou

Solid-phase synthesis of hydroxy-acids leading to macrolactones

A sequence of five chemical steps on solid support yields hydroxy-acids in a very straightforward and efficient manner. The resulting compounds can be cyclized in solution phase by forming an ester bond to produce macrolactones. (C) 2000 Published by Elsevier Science Ltd.