119267-77-5

Upstream product

• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 507-09-5 tiolacetic acid 
• 100-09-4 4-methoxybenzoic acid 
• 67-64-1 acetone 
• 53271-44-6 S-(4-methylphenyl) thio(4-methoxybenzoate) 
• 10387-40-3 potassium thioacetate 

Downstream Products

• 100-09-4 4-methoxybenzoic acid 
• 139488-44-1 mercapto-1-(4’-methoxyphenyl)ethanone 
• 50834-78-1 methyl 4-(2-methyl-1,3-thiazol-4-yl)phenyl ether 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 7347-70-8 N-[4-(4-methoxy-phenyl)-4-oxo-butyl]-phthalimide 
• 61022-41-1 1-(4-methoxyphenyl)-5-phenylpentan-1-one 
• 62170-25-6 1-(4-methoxyphenyl)octan-1-one 
• 805240-60-2 6-hydroxy-1-(4-methoxyphenyl)hexan-1-one 
• 149109-18-2 6-acetoxy-1-(4-methoxyphenyl)hexan-1-one 
• 616226-79-0 (5-oxo-5-(4-methoxyphenyl)-pentyl)-carbamic acid tert-butyl ester 
• 24188-99-6 2-cyclopentyl-1-(4-methoxyphenyl)ethan-1-one 

Relevant academic research and scientific papers

Br?nsted-base-catalyzed remote cascade reactivity of 2,4-dienones-asymmetric synthesis of tetrahydrothiophenes

This study demonstrates that the remote cascade functionalization of 2,4-dienones can be realized by employing Br?nsted base catalysis. The developed cascade involving 1,6-addition followed by the intramolecular aldol reaction provides a straightforward a

Synthesis of Unsymmetrical 1,4-Dicarbonyl Compounds by Photocatalytic Oxidative Radical Additions

Herein we report a photocatalytic oxidative radical addition reaction for the synthesis of unsymmetrical 1,4-dicarbonyl compounds. This reaction utilizes a desulfurization process to generate electrophilic radicals, which add to α-halogenated alkenes and undergo further oxidation to deliver 1,4-dicarbonyl compounds. This mild and highly efficient method provides a valuable alternative to known strategies.

Intermolecular Phosphite-Mediated Radical Desulfurative Alkene Alkylation Using Thiols

We report herein the development of a S atom transfer process using triethyl phosphite as the S atom acceptor that allows thiols to serve as precursors of C-centered radicals. A range of functionalized and electronically unbiased alkenes including those containing common heteroatom-based functional groups readily participate in this reductive coupling. This process is driven by the exchange of relatively weak S-H and C-S bonds of aliphatic thiols for C-H, C-C, and S-P bonds of the products formed.

Exploration and Optimization of an Efficient One-pot Sequential Synthesis of Di/tri-substituted Thiazoles from α-Bromoketones, Thioacids Salt, and Ammonium Acetate

Exploration of scope of an optimized one-pot sequential procedure for preparing of 2,4-di- and 2,4,5-tri-substituted thiazoles has been accomplished. The synthesis was performed by the initial formation of a β-keto-thioester intermediate from nucleophilic substitution of α-bromoketones with thioacid potassium salts, followed by treatment with ammonium acetate and one equivalent of acetic acid in toluene to form imine intermediate eventually leading to cyclization yielding thiazoles. This procedure should be highlighted with a flexible way to control the substitution pattern around thiazole ring by choosing appropriately substituted α-bromoketones even containing acid labile functionality and thioacid potassium salts, and thus its applicability is very wide.

Synthesis of 2-Aminoazoles from Thioesters via α-Heterosubstituted Ketones by Copper-Mediated Cross-Coupling

Facile synthesis of a variety of α-heterosubstituted ketones under mild conditions was achieved by copper-mediated cross-coupling of thioesters with functionalized organostannanes. Application of this coupling methodology provided a concise pathway for the conversion of carboxylic acids to 2-aminoimidazoles, 2-aminothiazoles, and 2-aminooxazoles via thioesters in practical yields.

The reaction of thioacids with α-haloketones in water: An environmentally green synthesis of thioester derivatives

The reaction between a thioacid and an α-haloketone in water affords thioester derivatives in high yields. The reaction proceeded smoothly and cleanly under mild conditions and no side reactions were observed.

Trithiocarbonates as a novel class of HDAC inhibitors: SAR studies, isoenzyme selectivity, and pharmacolozgical profiles

Inhibitors of histone deacetylases (HDAC) are currently developed for the treatment of cancer. These include compounds with a sulfur containing head group like depsipeptide, alkylthiols, thiocarboxylates, and trithiocarbonates with a carbonyl group in the α-position. In the present investigation, we report on the synthesis and comprehensive SAR analysis of HDAC inhibitors bearing a tri- or dithiocarbonate motif. Such trithiocarbonates are readily accessible from either preformed or in situ prepared α-halogenated methylaryl ketones. A HDAC isotype selectivity and a substrate competitive mode-of-action is shown for defined analogues. Exploration of the head group showed the necessity of the dithio-α-carbonyl motif for potent HDAC inhibition. Highly potent, substrate competitive HDAC6 selective inhibitors were identified (12ac:IC50 = 65 nM and Ki = 110 nM). Trithiocarbonate analogues with an aminoquinoline-substituted pyridinyl-thienoacetyl cap demonstrate a cytotoxicity profile and potency comparable to that of suberoylanilide hydroxamic acid (SAHA) as an approved cancer drug.

Trithiocarbonates-Exploration of a new head group for HDAC inhibitors

Inhibition of histone deacetylases class I/II enzymes is a new, promising approach for cancer therapy. In the present study, we disclose a new structural class of HDAC inhibitors with the trithiocarbonate motif. A clear structure-activity-relationship was obtained for the cap-linker motif and the putative Zn2+ complexing head group. Selected analogs display potent inhibition of HDAC enzymatic activity and a cellular potency comparable to that of suberoylanilide hydroxamic acid (SAHA), recently approved for treatment of patients with advanced cutaneous T-cell lymphoma.