118067-01-9

Upstream product

• 94514-04-2 3-tert-Butylsulfanyl-2-methyl-propene 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 563-47-3 3-Chloro-2-methylpropene 
• 1458-98-6 2-methyl-3-bromo-1-propene 

Downstream Products

• 86577-43-7 ethyl 5,5-dimethyl-2-phenyl-4,5-dihydrofuran-3-carboxylate 
• 583-05-1 1-phenylpentane-1,4-dione 
• 63942-88-1 (5-methylhexa-1,5-dien-2-yl)benzene 
• 1078-36-0 4-methyl-1-phenyl-4-pentene-1-one 

Relevant academic research and scientific papers

Iodine-Catalyzed Synthesis of Substituted Furans and Pyrans: Reaction Scope and Mechanistic Insights

Substituted pyrans and furans are core structures found in a wide variety of natural products and biologically active compounds. Herein, we report a practical and mild catalytic method for the synthesis of substituted pyrans and furans using molecular iodine, a simple and inexpensive catalyst. The method described is performed under solvent-free conditions at an ambient temperature and atmosphere, thus offering a facile and practical alternative to currently available reaction protocols. A combination of experimental studies and density functional theory calculations revealed interesting mechanistic insights into this seemingly simple reaction.

Oxidative Cleavage of Alkenes by O2with a Non-Heme Manganese Catalyst

The oxidative cleavage of C═C double bonds with molecular oxygen to produce carbonyl compounds is an important transformation in chemical and pharmaceutical synthesis. In nature, enzymes containing the first-row transition metals, particularly heme and non-heme iron-dependent enzymes, readily activate O2 and oxidatively cleave C═C bonds with exquisite precision under ambient conditions. The reaction remains challenging for synthetic chemists, however. There are only a small number of known synthetic metal catalysts that allow for the oxidative cleavage of alkenes at an atmospheric pressure of O2, with very few known to catalyze the cleavage of nonactivated alkenes. In this work, we describe a light-driven, Mn-catalyzed protocol for the selective oxidation of alkenes to carbonyls under 1 atm of O2. For the first time, aromatic as well as various nonactivated aliphatic alkenes could be oxidized to afford ketones and aldehydes under clean, mild conditions with a first row, biorelevant metal catalyst. Moreover, the protocol shows a very good functional group tolerance. Mechanistic investigation suggests that Mn-oxo species, including an asymmetric, mixed-valent bis(μ-oxo)-Mn(III,IV) complex, are involved in the oxidation, and the solvent methanol participates in O2 activation that leads to the formation of the oxo species.

Iron-catalyzed acylation-functionalization of unactivated alkenes with aldehydes

Herein, an iron-catalyzed acylation-functionalization of unactivated alkenes with aldehydes via distal group ipso-migration is reported. This strategy overcame the energy barrier and reversibility in the difunctionalization of unactivated alkenes with nuc

Radical Aza-Cyclization of α-Imino-oxy Acids for Synthesis of Alkene-Containing N-Heterocycles via Dual Cobaloxime and Photoredox Catalysis

Nitrogen-containing heterocycles are prevalent in both naturally and synthetically bioactive molecules. We report herein an unprecedented protocol for radical aza-cyclization of α-imino-oxy acids with pendant alkenes via synergistic photoredox and cobaloxime catalysis. With or without alkenes as the intermolecular cross-coupling partners, the transformation provides a variety of corresponding alkene-containing dihydropyrrole products in satisfactory yields. In the presence of external alkenes, the tandem reaction generates E-selective coupling products with excellent chemo- and stereoselectivity.

Enantioselective and Diastereoselective Ir-Catalyzed Hydrogenation of α-Substituted β-Ketoesters via Dynamic Kinetic Resolution

An iridium/f-amphol catalytic system for the enantioselective hydrogenation of α-substituted β-ketoesters via dynamic kinetic resolution is reported. The desired anti products were obtained in high yields (up to 98%) with good diastereoselectivity (up to 96:4 diastereometic ratio (dr)) and excellent enantioselectivity (up to >99% enantiomeric excess (ee)). A catalytic model is proposed to explain the stereoselectivity.

SYNTHESIS WITH MANGANIC SALTS; Part IV1: FREE RADICAL TROST ALLYLATION

SH2, allylations of various keto compounds with 2-substituted allylic sulfones or sulfides have been efficiently performed using a ternary oxidizing mixture -i.e. manganic acetate, cupric acetate and lead dioxide- in acetic acid.

HIGH YIELD SYNTHESIS OF α PROPARGYLIC ACRYLIC ESTER : A GENERAL ACCESS TO α SUBSTITUTED ACRYLIC ESTERS

A heterogeneous mediated, high yield, monopropargylation of ethyl benzoylacetate followed by a methylenation reaction using a formaldehyde addition-benzoyl elimination mechanism is described.This useful method is extended to the synthesis of α substituted acrylic esters.

CHELATION-CONTROLLED CYCLIZATION OF β-KETOESTER-SUBSTITUTED AND β-KETOAMIDE-SUBSTITUTED ALLYLSILANES.

The first examples of Lewis acid-catalyzed chelation-controlled cyclization reactions are reported.Titanium tetrachloride-initiated cyclization of β-ketoester and β-ketoamide-substituted allylsilanes proceeds in isolated yields of 65-88percent, providing