873440-81-4

Upstream product

• 107-03-9 1-thiopropane 
• 536-74-3 phenylacetylene 

Downstream Products

• 948-97-0 2,3-diphenyl-1-propene 

Relevant academic research and scientific papers

Rhodium-catalyzed alkyne hydrothiolation with aromatic and aliphatic thiols

Alkyne hydrothiolation is a potentially attractive method for the formation of vinyl sulfides, which are valuable synthetic intermediates. Known methods for hydrothiolation using alkyl thiols are quite limited. We report herein that Tp*Rh(PPh3)

Synthesis of Markovnikov vinyl sulfides via dinuclear Rh(i)-phosphine catalyzed hydrothiolation of alkynes in aqueous media

An efficient and green procedure for the synthesis of Markovnikov i.e. branched vinyl sulfides in aqueous media was developed by employing the dinuclear Rh(i) complexes of hydrophilic phosphines as catalysts in the alkyne hydrothiolation with aliphatic thiols. Deuterium-labeling studies provide evidence for the aptness of these dinuclear catalysts to form selectively the Markovnikov syn-addition products. Catalyst order experiments disclose that the order with respect to the concentration of the catalyst is one, i.e. in solution the active catalyst is dinuclear with one active metal center and the second metal center contribute the cooperative effects to influence the Markovnikov selectivity in hydrothiolation. Further, the possibility of catalyst recovery and recycling experiments were also demonstrated.

Synthesis of 1,1-disubstituted alkyl vinyl sulfides via rhodium-catalyzed alkyne hydrothiolation: Scope and limitations

(Chemical Equation Presented) Described herein are the scope and limitations using Tp*Rh(PPh3)2 as a catalyst for alkyne hydrothiolation with alkyl thiols. In general, catalytic hydrothiolation proceeds in high yields and with high regioselectivity for a wide range of alkynes and thiols. A variety of functional groups were well-tolerated, including nitriles, amines, halogens, ethers, esters and silanes, although strongly coordinating groups were found to be incompatible with hydrothiolation. Both sterically encumbered alkynes and thiols were successful in hydrothiolation. Electron rich alkynes react more rapidly than electron deficient alkynes. Overall, this hydrothiolation protocol provides convenient access to a variety of functionalized branched alkyl vinyl sulfides.

Synthesis of 1,1-disubstituted olefins via catalytic alkyne hydrothiolation/Kumada cross-coupling

(Chemical Equation Presented) Using recently developed methodology for the regioselective formation of branched alkyl vinyl sulfides, we report a convenient route to 1,1-disubstituted olefins. We demonstrate that n-propanethiol successfully undergoes cata