1816-88-2

Upstream product

• 70-11-1 α-bromoacetophenone 
• 98-86-2 acetophenone 
• 64-17-5 ethanol 
• 7732-18-5 water 
• 3282-32-4 2-diazo-acetophenone 
• 532-27-4 1-chloroacetophenone 
• 20187-61-5 mesyloxyacetophenone 
• 71-43-2 benzene 
• 536-74-3 phenylacetylene 
• 124718-87-2 2-azido-1-phenylethan-1-ol 
• 100-42-5 styrene 
• 4636-16-2 iodoacetophenone 
• 614-20-0 3-oxo-3-phenylpropionic acid 
• 1515-78-2 buta-1,3-dien-1-ylbenzene 

Downstream Products

• 102879-49-2 (+/-)-2-amino-3-hydroxy-1-phenyl-propan-1-one 
• 5021-43-2 2-phenylquinoxaline 
• 71559-22-3 2,5-diphenyl-1,6,10-trioxa-4-aza-5λ⁵-phospha-spiro[4.5]dec-2-ene 
• 92-71-7 2,5-diphenyloxazole 
• 31698-97-2 2-penta-1,3t-dien-t-yl-5-phenyl-oxazole 
• 71559-21-2 5,7-diphenyl-1,4,6-trioxa-9-aza-5λ⁵-phospha-spiro[4.4]non-7-ene 
• 68395-81-3 2-benzyl-5-phenyl-oxazole 
• 5398-63-0 2,5-diphenylpyrazine 
• 124718-87-2 2-azido-1-phenylethan-1-ol 
• 5468-37-1 2-aminoacetophenone hydrochloride 
• 134625-72-2 (R)-2-azido-1-phenylethanol 
• 118299-74-4 Propionic acid (Z)-2-azido-1-phenyl-vinyl ester 
• 142868-15-3 C₁₇H₁₇N₄O⁽¹⁺⁾*Cl₆Sb^(1-) 
• 142868-12-0 C₁₃H₁₇N₄O⁽¹⁺⁾*Cl₆Sb^(1-) 

Relevant academic research and scientific papers

A tandem reaction of 4-bromoalkyl aldehydes with sodium azide: Synthesis of 5,6,7,7a-tetrahydro-pyrrolo[1,2-d]-[1.2.3.4]oxatriazole

5,6,7,7a-Tetrahydro-pyrrolo[1,2-d]-[1.2.3.4]oxatriazoles were synthesized through a nucleophilic substitution-cycloaddition tandem reaction of 4-bromoalkyl aldehydes with sodium azide.

Sequential synthesis of amino-1,4-naphthoquinone-appended triazoles and triazole-chromene hybrids and their antimycobacterial evaluation

A general method for the synthesis of a library of hitherto unreported amino-1,4-naphthoquinone-appended triazoles was accomplished via a sequential three-component reaction of substituted N-propargylaminonaphthoquinones with variously substituted alkyl bromides/2-bromonaphthalene-1,4-dione and sodium azide in the presence of Et3N/CuI in water. Aminonaphthoquinone- appended iminochromene-triazole hybrid heterocycles were also synthesized from the amino-1,4-naphthoquinone-appended-1,2,3-triazolylacetonitriles. All the triazole hybrids were screened for their in vitro activity against Mycobacterium tuberculosis H37Rv (MTB). Among the triazoles, 2-(((1-benzyl-1H-1,2, 3-triazol-4-yl)methyl)(4-(trifluoromethyl)phenyl)amino)naphthalene-1,4-dione (7d) emerged as the most active one with IC50 = 1.87 μM, being more potent than the anti-TB drugs, cycloserine (6 times), pyrimethamine (20 times) and equipotent as the drug ethambutol (IC50 1.56 μM).

Tether influence on the binding properties of tRNALys 3 ligands designed by a fragment-based approach

A small library of 1,5-triazole derivatives linking a diaminocyclopentadiol and aromatic ketones has been prepared and screened using NMR and fluorescent techniques against tRNALys3, the HIV reverse transcription primer. The comparis

Synthesis of new bicarbazole-linked triazoles as non-cytotoxic reactive oxygen species (ROS) inhibitors

Carbazole analogs 3 and 4 and a new library of bicarbazole-linked triazoles 6–11 were prepared via new synthetic methodology. Metal-catalyzed oxidative coupling reaction was utilized for the synthesis of bicarbazole acetylene 4 and different metals (Znsu

A domino annulation approach to 3,4-diacylpyrrolo[1,2-a]pyrazines: decoration of pyrazine units

A new one-pot, sequential three-component access to 3,4-diacylpyrrolo[1,2-a]pyrazine was achieved from the reaction of an α-haloketone, azide, andN-substituted pyrrole-2-carboxaldehyde under mild reaction conditions, through which a polysubstitution pattern on the pyrazine moiety of the scaffold was realized. The formation of multiple bonds (one C-C and two C-N) was enabled by this domino process involving thein situgeneration of α-iminoketones, intermolecular Mannich reaction, intramolecular imine formation, and aromatization. Construction of the relevant 3,4-diacylpyrazino[1,2-a]indole and further expansion of this chemical spaceviasynthetic elaboration of the resulting products were demonstrated as well. Preliminary biological screening of the synthesized derivatives against oral adenosquamous carcinoma cells (CAL-27) and triple negative human breast cancer cells (MDA-MB-231) led us to identify a potent hit compound (7o) having ～3 times strongerin vitroanticancer activity than that of the anticancer agent, capecitabine.

Synthesis of 2-substituted oxazoloquinazolinones

[Figure not available: see fulltext.] The reaction of methyl 2-isothiocyanatobenzoate and 1-azido-3-(4-substituted phenyl)propan-2-ones in the presence of triphenyl phosphine in dioxane by heating produced tricyclic (Z)-2-(4-substituted benzylidene)-2,3-d

Interrupted CuAAC-Thiolation for the Construction of 1,2,3-Triazole-Fused Eight-Membered Heterocycles from O-/N-Propargyl derived Benzyl Thiosulfonates with Organic Azides

A copper(I)-catalyzed interrupted click-sulfenylation of O-/N-propargyl benzyl thiosulfonates with organic azides has been disclosed. The unified CuAAC-thiolation provides a wide range of triazole-fused eight-membered heterocycles in good to high (51–94%) yields under mild reaction conditions. Moreover, a three-component reaction is also achieved involving O-/N-propargyl benzyl thiosulfonates, benzyl bromide, and sodium azide to deliver fused-triazoles in 61–74% yields. From a synthetic point of view, the present protocol has been demonstrated at gram-scale reactions. A plausible mechanism is also proposed based on experimental results and control experiments. (Figure presented.).

Microwave mediated synthesis of 2-aminooxazoles

A microwave mediated synthesis of 2-aminooxazoles at 150 °C was developed, providing products with a variety of functional groups. The reaction takes 5 min and provides product with a simple precipitation at moderate to good yields without the need for recrystallization or flash chromatography.

Indole-linked 1,2,3-triazole derivatives efficiently modulate COX-2 protein and PGE2 levels in human THP-1 monocytes by suppressing AGE-ROS-NF-kβ nexus

Aims: AGEs augment inflammatory responses by activating inflammatory cascade in monocytes, and hence lead to vascular dysfunction. The current study aims to study a plausible role and mechanism of a new library of indole-tethered 1,2,3-triazoles 2-13 in A

Visible-light-induced N-heterocyclic carbene mediated cascade transformation of N-alkenoxypyridinium salts

While N-alkenoxypyridinium salts are widely used for the synthesis of α-functionalized ketones via umpolung strategy, such approaches are usually limited to special nucleophiles at high temperatures. Herein, we developed an alternative photoinduced N-heterocyclic carbene (NHC)- mediated functionalization of N-alkenoxypyridinium salts with various nucleophiles, including tetramethylammonium azide, secondary amines, aryl and alkyl thiols, and even the challenging C(sp3)-nucleophiles, under mild conditions. A cascade radical-radical coupling/nucleophilic substitution sequence was proposed, wherein the NHC enabled the formation of a photoactive electron donor-acceptor complex for α-iodo ketone synthesis.