85972-06-1Relevant academic research and scientific papers
Copper-Catalyzed Vicinal Chloro-thiolation of Alkynes with Sulfonyl Chlorides
Liang, Shuaishuai,Jiang, Lvqi,Yi, Wen-Bin,Wei, Jingjing
supporting information, p. 7024 - 7028 (2018/11/21)
A copper-catalyzed vicinal chloro-thiolation of alkynes with inexpensive and diversified sulfonyl chlorides RSO2Cl (R = aryl, alkyl) has been developed. This practical and scalable reaction could be used for the construction of a number of unexplored bioactive chlorothiolated alkenes. Internal alkynes could also undergo the chloro-thiolation to provide tetrasubstituted alkynes. Preliminary mechanistic investigations revealed a plausible radical process involving a sulfur-centered radical intermediate via copper-mediated homolysis of the S-Cl bond.
Preparation and Diels-Alder Reactivity of Several New Chalcogen-Halogen Substituted Butadienes
Bridges, Alexander J.,Fischer, John W.
, p. 2954 - 2961 (2007/10/02)
Addition of halogens and pseudohalogens across one ?-bond of 1,4-dichlorobut-2-yne, followed by a 1,4-elimination, is an efficient synthesis of several new polysubstituted butadienes.If the product dienes have a sulfur or selenium substituent they are quite reactive, undergoing cycloaddition with the moderately reactive dienophile methyl vinyl ketone at 20 deg C in the presence of boron trifluoride etherate.The regiochemistry of the cycloadditions was elucidated, and the limitations of the methodology are discussed.
A SIMPLE PREPARATION OF SEVERAL NEW 2,3- AND 1,2,3-SUBSTITUTED BUTA-1,3-DIENES FROM 1,4-DICHLOROBUTYNE
Bridges, Alexander J.,Fischer, John W.
, p. 445 - 446 (2007/10/02)
Addition of (pseudo) halogens across the triple bond of 1,4-dichlorobut-2-yne, followed by a 1,4-elimination, provides a very simple preparation of ten novel butadienes.
