92707-29-4

Usage

Uses

Used in Chemical Synthesis Industry:
Benzene, 1-chloro-2-(1-propyn-1-yl)is used as a key intermediate in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and specialty chemicals. Its unique structure allows for versatile chemical reactions, making it a valuable building block in the development of new molecules with desired properties.
Used in Solvent Applications:
Due to its solubility properties, Benzene, 1-chloro-2-(1-propyn-1-yl)is utilized as a solvent in various industrial processes. Its ability to dissolve a wide range of substances makes it suitable for use in the manufacturing of paints, coatings, and adhesives, as well as in the purification of certain chemicals.
Used in Research and Development:
Benzene, 1-chloro-2-(1-propyn-1-yl)is also employed in academic and industrial research settings for the investigation of new chemical reactions and the development of innovative synthetic methods. Its unique reactivity and structural features make it an attractive candidate for exploring novel chemical transformations and applications.

Upstream product

• 615-41-8 2-iodochlorobenzene 
• 873-31-4 2-chlorophenylacetylene 
• 590-93-2 2-Butynoic acid 
• 75-20-7 calcium carbide 
• 135822-90-1 o-chloro-N-tosylbenzaldimine 
• 74-88-4 methyl iodide 
• 89-98-5 2-chloro-benzaldehyde 
• 91445-90-8 3-(2-Chlor-phenyl)-2,3-dibrom-2-methyl-propionsaeure 

Downstream Products

• 1190707-29-9 (S)-tert-butyl 3-((2-chloro-6-(2-chlorophenyl)-5-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl)piperidine-1-carboxylate 
• 1190706-77-4 (R)-6-(2-chlorophenyl)-N-(3,4-difluorobenzyl)-5-methyl-7-(piperidin-3-ylmethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-amine trifluoroacetate 
• 1190707-30-2 (S)-tert-butyl 3-((6-(2-chlorophenyl)-2-(3,4-difluorobenzylamino)-5-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl)piperidine-1-carboxylate 
• 1397283-38-3 (Z)-2-(1-(2-chlorophenyl)prop-1-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Relevant academic research and scientific papers

Enantioselective Addition of α-Nitroesters to Alkynes

By using Rh–H catalysis, we couple α-nitroesters and alkynes to prepare α-amino-acid precursors. This atom-economical strategy generates two contiguous stereocenters, with high enantio- and diastereocontrol. In this transformation, the alkyne undergoes isomerization to generate a RhIII–π-allyl electrophile, which is trapped by an α-nitroester nucleophile. A subsequent reduction with In powder transforms the allylic α-nitroesters to the corresponding α,α-disubstituted α-amino esters.

Regio- And stereoselective electrochemical synthesis of sulfonylated enethers from alkynes and sulfonyl hydrazides

An electrooxidative direct difunctionalization of internal alkynes with sulfonyl hydrazides has been developed for the construction of sulfonated enethers. In this transformation, metal catalysts or stoichiometric amount of oxidants are not required and molecular nitrogen and hydrogen are the sole byproducts, providing a simple and green approach for preparing various sulfonyl tetrasubstituted alkenes. Notably, the protocol could be efficiently scaled up and the follow-up procedures of the corresponding functionalized alkenes demonstrate the practicality of the electrochemical synthesis.

COLLAGEN 1 TRANSLATION INHIBITORS AND METHODS OF USE THEREOF

The present invention relates to novel Collagen 1 translation inhibitors, composition and methods of preparation thereof, and uses thereof for treating Fibrosis including lung, liver, kidney, cardiac and dermal fibrosis, IPF, wound healing, scarring and G

Palladium-catalyzed methylation of terminal alkynes

In this communication, a palladium-catalyzed procedure for the methylation of terminal alkynes has been developed. With N,N,N-trimethylbenzenaminium trifluoromethanesulfonate as the methyl source, various desired products were obtained in moderate to good yields. Both aromatic and aliphatic alkynes are applicable.

Rh-Catalyzed Asymmetric Hydrogenation of α,β- and β,β-Disubstituted Unsaturated Boronate Esters

A highly enantioselective hydrogenation of α,β-unsaturated boronate esters catalyzed by Rh-(S)-DTBM-Segphos complex has been developed. Both (Z)-α,β- and β,β-disubstituted substrates can be successfully hydrogenated to afford chiral boronates with excellent enantioselectivities, up to 98 % ee. Furthermore, the obtained chiral boronate esters, as important versatile synthetic intermediates are successfully transformed to the corresponding chiral alcohols, amines and other important derivatives with maintained enantioselectivities.

Direct Synthesis of 1-Arylprop-1-ynes with Calcium Carbide as an Acetylene Source

A simple method is described for the synthesis of 1-arylprop-1-ynes directly from aromatic aldehyde p -tosylhydrazones by using calcium carbide as an acetylene source. The salient features of this protocol are its use of a readily available and easily handled source of acetylene, its operational simplicity, its high yield, and its broad substrate scope.

Enantioselective Construction of Vicinal Diaxial Styrenes and Multiaxis System via Organocatalysis

A highly diastereo- and enantioselective methodology for the asymmetric synthesis of vicinal diaxial styrenes and multiaxis system was achieved by organocatalysis. Various vicinal diaxial styrenes and multiaxis systems were obtained in excellent enantioselective manners. The mechanism studies revealed that a new tetra-substituted vinylidene ortho-quinone methide (VQM) intermediate was likely involved and accounted for the excellent enantioselectivity.

Asymmetric Synthesis of Axially Chiral 2-Aminobiaryls by Rhodium-Catalyzed Benzannulation of 1-Arylalkynes with 2-(Cyanomethyl)phenylboronates

Asymmetric benzannulation of 1-arylalkynes, where the aryl group is an ortho-substituted aromatic group, with 2-(cyanomethyl)phenylboronate was catalyzed by a rhodium complex coordinated with a chiral diene ligand to give high yields of axially chiral 2-aminobiaryls with greater than 90 % ee.

PYRROLO[2,3-d]PYRIMIDIN-2-YL-AMINE DERIVATIVES AS PKC-THETA INHIBITORS

The present invention relates to a pyrrolo[2,3-d]pyrimidin-2-yl-amine derivative according to formula (I) wherein the variables are defined as in the specification, or to a pharmaceutically acceptable salt or solvate thereof. The present invention also re

The concerted addition of HBr to aryl alkynes; orthogonal pi bond selectivity

In a weakly acidic solution, the addition of HBr to 1-phenylprop-1-yne produces predominantly the anti-Markovnikov product. In this paper, we consider five possible explanations for this behavior and conclude that the concerted addition is occurring on the acetylenic π bond orthogonal to the extended aromatic π system. The electronic effect of the distal methyl group and the steric hindrance of the coplanar phenyl ring combine to promote bromide attack at the β carbon. Attack on this π bond is insensitive to the electronic effect of meta and para substituents on the ring but is very (sterically) sensitive toward all ortho substituents.