57502-57-5

Usage

Uses

Used in Organic Synthesis:
(Z)-1-tosyl-2,3,6,7-tetrahydro-1H-azepine is used as a building block in the synthesis of complex natural products and pharmaceutical compounds. Its unique structure and the presence of the tosyl group make it a valuable intermediate for creating a variety of organic molecules.
Used in Medicinal Chemistry:
While not extensively documented, (Z)-1-tosyl-2,3,6,7-tetrahydro-1H-azepine may have biological activity or therapeutic potential. It is used as a starting point for the development of new pharmaceutical agents, leveraging its structural features to explore its interactions with biological targets.
Used in Protecting Group Chemistry:
The tosyl group in (Z)-1-tosyl-2,3,6,7-tetrahydro-1H-azepine serves as a protecting group in organic reactions. It is used to temporarily mask functional groups, preventing them from reacting under certain conditions, and can be selectively removed when needed to reveal the original functionality.
Used in Further Functionalization:
As a precursor for further functionalization, (Z)-1-tosyl-2,3,6,7-tetrahydro-1H-azepine is utilized to introduce additional functional groups into the molecule. This allows for the creation of a diverse range of derivatives with potentially different properties and applications in various fields.

Upstream product

• 104144-06-1 N,N-di-3-butenyl-p-toluenesulfonamide 
• 176729-83-2 N-allyl-4-methyl-N-(pent-4-en-1-yl)benzenesulfonamide 
• 70-55-3 toluene-4-sulfonamide 

Downstream Products

• 1004763-14-7 2-{4-[3-(2-methylpyrrolidin-1-yl)propoxy]phenyl}-5,6,7,8-tetrahydro-4H-[1,3]thiazolo[4,5-d]azepine 
• 1334179-67-7 C₂₈H₃₅N₃O₃S₂ 
• 1334179-66-6 5-bromo-1-tosylazepan-4-one 
• 1334179-65-5 C₁₃H₁₈BrNO₃S 

Relevant academic research and scientific papers

Advanced fine-tuning of grubbs/hoveyda olefin metathesis catalysts: A further step toward an optimum balance between antinomic properties

A 95% yield in the cross metathesis of acrylonitrile with a model olefin is achieved at 25 °C with only 3 mol % of the new air-stable ruthenium catalyst 1f shown in the enclosed structural diagram. Even more remarkable are the performances of its boosted

A highly active and reusable heterogeneous ruthenium catalyst for olefin metathesis

The synthesis and characterization of Ru complexes of the type [L 2X2Ru=CHR] (L = PPh3, PCy3, N-heterocyclic carbenes or their derivates; X = Cl) grafted on mesoporous SBA-15 material are described. In this heterogeneous catalyst the Ru complexes are anchored in the pore channels of mesoporous silica material SBA-15 to prevent the decomposition of the catalytic species. Compared with formal organic-supported heterogeneous catalysts, this heterogeneous catalyst shows relatively high catalytic activity in olefin metathesis reactions and can be used several times without any decrease in catalytic activities.

Protection of Ruthenium Olefin Metathesis Catalysts by Encapsulation in a Self-assembled Resorcinarene Capsule

Catalyst encapsulation is examined as a means of increasing the productivity of olefin metathesis catalysts. Commercially available, cationic ruthenium metathesis catalysts were incorporated into a supramolecular resorcin[4]arene capsule. Encapsulation increased catalyst stability in water-saturated toluene, delivering higher metathesis yields than the parent, non-encapsulated Hoveyda catalyst in the same reaction medium.

A good bargain: An inexpensive, air-stable ruthenium metathesis catalyst derived from α-asarone

The one-step synthesis of ruthenium carbene precatalyst 7 from inexpensive α-asarone [(E)-6] is described. This recyclable and easy to obtain complex can be used successfully in various types of metathesis (RCM, CM, enyne) as a cheaper and more potent substitute of the Hoveyda-type precatalyst 2b. ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).

Visible-Light-Controlled Ruthenium-Catalyzed Olefin Metathesis

Olefin metathesis is now one of the most efficient ways to create new carbon-carbon bonds. While most efforts focused on the development of ever-more efficient catalysts, a particular attention has recently been devoted to developing latent metathesis cat

Visible-Light-Controlled Ruthenium-Catalyzed Olefin Metathesis

Olefin metathesis is now one of the most efficient ways to create new carbon-carbon bonds. While most efforts focused on the development of ever-more efficient catalysts, a particular attention has recently been devoted to developing latent metathesis cat

Synthesis and Catalytic Properties of Sulfur-Chelated Ruthenium Benzylidenes Bearing a Cyclic (Alkyl)(amino)carbene Ligand

Sulfur-chelated ruthenium olefin metathesis precatalysts that possess cyclic (alkyl)(amino)carbenes (CAAC) can benefit from the synergetic effect of both ligands. Changing the steric bulk of the CAAC ligand by using different substitution patterns was shown to affect the geometry of the complexes produced and determined whether the complexes could be catalytically dormant. The cis-dichloro latent catalysts could be activated both by heat or light, even in the visible region, for representative acyclic diene metathesis and ring-opening metathesis polymerization reactions, olefin cross-metathesis, and ring-closing metathesis without isomerization byproducts. Thus, these complexes were shown to combine the uniqueness of CAAC-containing Ru olefin metathesis catalysts with the advantage of the thermal and photolatency imposed by sulfur chelation of the benzylidene.

Nitrogen-coordination-containing ruthenium carbene catalyst and preparation method and application thereof

The present invention discloses a nitrogen-coordination-containing ruthenium carbene catalyst and a preparation method and application thereof. The nitrogen-coordination-containing ruthenium carbene catalyst is characterized by being shown in a formula (I

IBX as a catalyst for dehydration of hydroperoxides: Green entry to α,β-unsaturated ketones: Via oxygenative allylic transposition

A catalytic transformation of allylic hydroperoxides into α,β-unsaturated carbonyl compounds using IBX as a dehydration catalyst is described. The combination of a singlet oxygen ene reaction and the IBX-catalyzed dehydration provides α,β-unsaturated carbonyl compounds from alkenes via oxygenative allylic transposition with H2O as the only byproduct.

Highly Selective Olefin Metathesis with CAAC-Containing Ruthenium Benzylidenes

Several olefin metathesis reactions are studied, namely, jojoba oil oligomerization, methyl oleate self-metathesis, ring-closing metathesis (RCM) to form a nitrogen heterocycle, and 1,5-hexadiene acyclic diene metathesis polymerization (ADMET). The catalyst containing the Bertrand-Grubbs cyclic alkyl amino carbene (CAAC) ligand showed high selectivity by diminishing isomerization reactions; this was especially clear at high temperatures where the more widely used nitrogen heterocyclic carbene (NHC)-based catalysts show side reactions. Experimental and computational studies determined that it is much more difficult to produce ruthenium hydrides with CAAC, a property that can explain the improved observed activity. This finding opens a pathway for the development of even more selective olefin metathesis catalysts for reactions that require harsh conditions.