3350-93-4

Upstream product

• 16900-77-9 5-phenyl-2-pentynol 
• 104-53-0 3-phenyl-propionaldehyde 
• 119405-97-9 4-phenyl-1,1-dibromo-1-butene 
• 16520-62-0 4-Phenyl-1-butyne 
• 124-38-9 carbon dioxide 

Downstream Products

• 16520-62-0 4-Phenyl-1-butyne 

Relevant academic research and scientific papers

Carbon dioxide capture and use: Organic synthesis using carbon dioxide from exhaust gas

A carbon capture and use (CCU) strategy was applied to organic synthesis. Carbon dioxide (CO2) captured directly from exhaust gas was used for organic transformations as efficiently as hyper-pure CO2 gas from a commercial source, even for highly air- and moisture-sensitive reactions. The CO2 capturing aqueous ethanolamine solution could be recycled continuously without any diminished reaction efficiency. Exhaust gas is good enough! Carbon dioxide captured directly from exhaust gas was used for organic syntheses (see picture) as efficiently as hyper-pure CO2 gas from a commercial source, even for highly air- and moisture-sensitive reactions. The CO2 capturing aqueous ethanolamine solution could be recycled continuously without any diminished reaction efficiency. Copyright

Phosphine-Catalyzed Intermolecular Dienylation of Alkynoate with para-Quinone Methides

An interesting remote I-C 1,6-Addition and an isomerization cascade reaction for phosphine-catalyzed activated alkynes have been disclosed. The products featuring a functional diene and a 1,1-diaryl methyl motif have been obtained in moderate to good yields (30-86%) by applying para-quinone methides (p-QMs) and I-substituted alkynoate with tributylphosphine (PnBu3) catalysis, along with high regioselectivity and stereoselectivity (dr > 20:1). The wide scope of compatible substrates (35 examples), such as indolyl, oxindolyl, ester, and cinnamyl, expand the utility of this methodology. A plausible mechanism and some applications of it have also been presented.

Gold-catalyzed [4+3] and [4+4]-annulation reactions of: T -butyl propiolate derivatives with epoxides and oxetanes for the construction of 1,4-dioxepane and 1,5-dioxocane cores

Gold-catalyzed [4+n]-annulations (n = 3, 4) of tert-butyl propiolate derivatives with epoxides or oxetanes proceed smoothly to yield seven- or eight-membered oxacyclic products efficiently. In the context of the [4+3]-annulations, product analysis reveals a retention of stereochemistry upon the intramolecular SN2 attack of an epoxide. We also report the [4+5]-annulation between one tert-butyl propiolate and γ-lactol, to manifest the utility toward medium-sized rings.

PROCESS FOR PREPARATION OF ALKYNYL CARBOXYLIC ACIDS

The invention provides a simple, efficient, environmental friendly catalytic system for the direct carboxylation reaction using CO2 under mild condition. A single step heterogeneous catalytic process for preparation of alkynyl carboxylic acids of formula I is disclosed.

An efficient partial reduction of α,β-unsaturated esters using DIBAL-H in flow

The partial reduction of α,β-unsaturated esters and benzoate derivatives to form the corresponding aldehydes was achieved using a flow reactor system within 1 s at a high flow rate (18 mL min-1) under cryogenic conditions (-97°C). Commercially available diisobutylaluminium hydride (DIBAL-H) was used as the reductant. The desired enals and benzaldehyde derivatives, except for 4-methoxycinnamate and 4-methoxybenzoate, were formed selectively and redox economically in moderate to high yields.

PROCESS FOR PREPARING A PROPIOLIC ACID OR A DERIVATIVE THEREOF

The invention relates to a process for preparing a propiolic acid or a derivative thereof by reacting a terminal alkyne with carbon dioxide, which comprises performing the reaction in the presence of a base and a copper complex, especially a copper (I) complex having at least one ligand, at least one of the ligands of the copper complex being selected from monodentate ligands which have an aminic or iminic nitrogen atom capable of coordination with copper, and polydentate ligands having at least two atoms or atom groups which are capable of simultaneous coordination with copper and are selected from nitrogen, oxygen, sulfur, phosphorus and carbene carbon.

A PROCESS FOR PREPARATION OF ALKYNYL CARBOXYLIC ACIDS

The invention provides a simple, efficient, environmental friendly catalytic system for the direct carboxylation reaction using C02 under mild condition. A single step heterogeneous catalytic process for preparation of alkynyl carboxylic acids of formula I is disclosed.

CuII-exchanged montmorillonite K10 clay-catalyzed direct carboxylation of terminal alkynes with carbon dioxide

A new, simple and straight-forward protocol for direct carboxylation of terminal alkynes has been developed using CuII-montmorillonite K10 clay as a heterogeneous catalyst and CO2 as the C1 carbon feedstock. Also coupling of terminal alkynes with CO2 (1 atm) in the presence of alkyl halides has been achieved under the same reaction conditions, thereby providing access to a variety of functionalized alkyl-2-alkynoates in high yields.

Ligand-free Ag(I)-catalyzed carboxylation of terminal alkynes with CO 2

Chemical equations presented. A convenient approach to selectively prepare a wide range of functionalized propiolic acids was developed by AgI-catalyzed carboxylation of terminal alkynes using carbon dioxide as carboxylative agent under ligand-free conditions.

Synthesis of propiolic acids via copper-catalyzed insertion of carbon dioxide into the C-H bond of terminal alkynes

A highly effective copper catalyst has been developed that promotes the insertion of carbon dioxide into the C-H bond of terminal alkynes under unprecedentedly mild conditions. For the first time, propiolic acids can thus be synthesized in excellent yields from alkynes and carbon dioxide in the presence of the mild base cesium carbonate. The catalyst, (4,7-diphenyl-1,10- phenanthroline)bis[tris(4-fluorophenyl)phosphine]copper(I) nitrate, is easy accessible and relatively stable against air and water. Copyright