1822-76-0Relevant academic research and scientific papers
Difluoro- and trifluoro diazoalkanes-complementary approaches in batch and flow and their application in cycloaddition reactions
Hock, Katharina J.,Mertens, Lucas,Metze, Friederike K.,Schmittmann, Clemens,Koenigs, Rene M.
supporting information, p. 905 - 909 (2017/08/14)
Herein we report on applications of fluorinated diazoalkanes in cycloaddition reactions, with the emphasis on studying subtle differences between diverse fluorinated diazo compounds. These differences led to two major synthetic protocols in batch and flow that allow the safe and scalable synthesis of fluoroalkyl-, sulfone-substituted pyrazolines.
An efficient metal-free pathway to vinyl thioesters with calcium carbide as the acetylene source
Rodygin, Konstantin S.,Ananikov, Valentine P.
supporting information, p. 482 - 486 (2016/01/30)
Chemical reactions involving high-pressure acetylene are not easily performed in a standard laboratory setup. The risk of explosion and technical difficulties drastically complicate the equipment and greatly increase the cost. In this study, we propose th
Allyl sulfides are privileged substrates in aqueous cross-metathesis: Application to site-selective protein modification
Lin, Yuya A.,Chalker, Justin M.,Floyd, Nicola,Bernardes, Goncalo J. L.,Davis, Benjamin G.
supporting information; experimental part, p. 9642 - 9643 (2009/02/04)
Allyl sulfides undergo efficient cross-metathesis in aqueous media with Hoveyda-Grubbs second generation catalyst 1. The high reactivity of allyl sulfides in cross-metathesis was exploited in the first examples of cross-metathesis on a protein surface. S-Allylcysteine was incorporated chemically into the protein, providing the requisite allyl sulfide handle. Preliminary efforts to genetically incorporate S-allylcysteine into proteins are also reported. Copyright
Reactions of ruthenium carbenes of the type (PPh3)2(X)2Ru=CH - CH=CPh2 (X = Cl and CF3COO) with strained acyclic olefins and functionalized olefins
Wu, Zhe,Nguyen, Sonbinh T.,Grubbs, Robert H.,Ziller, Joseph W.
, p. 5503 - 5511 (2007/10/02)
Ruthenium carbene complexes of the type (PPh3)2(X)2Ru=CH - CH=CPh2 (1, X = Cl; 2, X = CF3COO) can react with strained acyclic olefins and functionalized olefins. Complex 1 reacts with methylenecyclopr
MODERN FRIEDEL-CRAFTS CHEMISTRY. XIV. ON THE CYCLIZATION OF SELECTED ARYL HYDROXYALKYL SULFIDES
El-Khawaga, A. M.,El-Zohry, M. F.,Ismail, M. T.,Abdel-Wahab, A. A.,Khalaf, A. A.
, p. 265 - 270 (2007/10/02)
The feasibility of cycloalkylation reactions in the presence of Friedel-Crafts catalysts was demonstrated in a nimber of aryl hydroxyalkyl sulfides (1-5), and benzyl hydroxyalkyl sulfides (6-7).Treatment of compounds (1-7) with Friedel-Crafts catalysts gave diaryl disulfides, diaryl sulfides, arene thiols, chlorohydrins, aryl chloroalkyl sulfides, aryl alkenyl sulfides and cyclization products.It is noteworthy to mention that cyclization products were isolated only in cases where the hydroxyl group is linked to a tertiary carbon atom as in compounds 3 and 7.A suitable reaction pathway is suggested to rationalize the formation of the various reaction products.
The sulfohaloform reaction revisited and revised
Baum, James Clayton,Hardstaff, William Rayne,Langler, Richard Francis,Makkinje, Anthony
, p. 1687 - 1691 (2007/10/02)
A study of the aqueous chlorinolyses of a series of benzylic dithioacetals along with related α-chlorobenzylic sulfides is reported.These results require a modification of our previously proposed sulfohaloform reaction, so that thionium ion intermediates which have at least one alkyl group on sp2 carbon follow a different pathway.
The Lithium Diisopropylamide-induced Fragmentation of 1,3-Dithiolane Derivatives of Several Ketones Having α-Hydrogen
Ikehira, Hideyuki,Tanimoto, Shigeo,Oida, Tatsuo
, p. 2537 - 2538 (2007/10/02)
The reaction of 1,3-dithiolane derivatives of ketones having a-hydrogen with lithium diisopropylamide results in fragmentation to the corresponding thioketone followed by further conversion in a few steps to the other intermediate species which, on trapping with alkyl halide, leads to a vinylic sulfide and/or a sulfide bearing a secondary alkyl group.
