35567-59-0

Upstream product

• 119-36-8 methyl salicylate 
• 133867-02-4 2-(1-Methoxycarbonyl-ethoxy)-benzoic Acid Methyl Ester 
• 5445-17-0 Methyl 2-bromopropionate 
• 610-99-1 1-(2-Hydroxy-phenyl)-propan-1-on 
• 646522-74-9 trifluoromethanesulfonic acid 2-propionylphenyl ester 
• 100-39-0 benzyl bromide 
• 646522-85-2 trifluoromethanesulfonic acid 1-(2-hydroxyphenyl)propenyl ester 

Downstream Products

• 31159-31-6 2-(2-hydroxyphenyl)-3-methylindole 

Relevant academic research and scientific papers

Hammet constants effects in microwave cascade etherification-cyclization- krapcho reaction to access [2,3]-dihydrobenzofuran-3-ones from salicylic derivatives

Two methods were evaluated for the synthesis of substituted [2,3]-dihydro-2-methyl-benzofuran-3-ones from corresponding salicylate esters under microwave irradiation. A two-step sequence via ether intermediates was convenient for various substituted salic

Synthesis and modeling of new benzofuranone histone deacetylase inhibitors that stimulate tumor suppressor gene expression

New benzofuranones were synthesized and evaluated toward NCI-H661 non-small cell lung cancer cells. Benzamide derivatives possessed micromolar antiproliferative and histone deacetylase inhibitory activities and modulate histone H4 acetylation. Hydroxamic acids were found to be potent nanomolar antiproliferative agents and HDAC inhibitors. Computational analysis presented a rationale for the activities of the hydroxamate derivatives. Impact of the HDAC inhibition on the expression of E-cadherin and the SEMA3F tumor suppressor genes revealed new promising compounds for lung cancer treatments.

Unexpected Migration and Oxidative Cyclization of Substituted 2-Acetophenone Triflates under Basic Conditions: Synthetic and Mechanistic Insights

Oxidative ring closure of alkyl-substituted 2-hydroxyacetophenone trifluoromethanesulfonate esters (triflates) occurs upon exposure to base in anaerobic DMF at 20-90 °C. Alkyl substitution is required for ring closure. A migrated enol triflate product forms at lower temperature in high yield via migration of the trifluoromethanesulfonate in the unsubstituted and monoalkyl-substituted cases. The alkyl-substituted enol triflates also enter into the benzofuran-3-one ring-forming process under thermal cyclization conditions. Potential mechanistic pathways are evaluated.