5680-45-5Relevant academic research and scientific papers
Synthesis of Polysubstituted Fused Pyrroles by Gold-Catalyzed Cycloisomerization/1,2-Sulfonyl Migration of Yndiamides
Smith, Philip J.,Jiang, Yubo,Tong, Zixuan,Pickford, Helena D.,Christensen, Kirsten E.,Nugent, Jeremy,Anderson, Edward A.
supporting information, p. 6547 - 6552 (2021/08/30)
Yndiamides (bis-N-substituted alkynes) are valuable precursors to azacycles. Here we report a cycloisomerization/1,2-sulfonyl migration of alkynyl-yndiamides to form tetrahydropyrrolopyrroles, unprecedented heterocyclic scaffolds that are relevant to medicinal chemistry. This functional group tolerant transformation can be achieved using Au(I) catalysis that proceeds at ambient temperature, and a thermally promoted process. The utility of the products is demonstrated by a range of reactions to functionalize the fused pyrrole core.
Trimethylaluminum (TMA)-catalyzed reaction of alkynyllithiums with ethylene oxide: Increased yields and purity of homopropargylic alcohols
Brummond, Kay M.,McCabe, Jamie M.
, p. 2457 - 2460 (2007/10/03)
An efficient protocol was developed to obtain homopropargylic alcohols. Subjecting alkynyllithiums and ethylene oxide to 10-20 mol% of trimethylaluminum provided homopropargylic alcohols in good yields. Georg Thieme Verlag Stuttgart.
An efficient palladium-catalysed reaction of vinyl and aryl halides or triflates with terminal alkynes
Alami,Ferri,Linstrumelle
, p. 6403 - 6406 (2007/10/02)
In the presence of tetrakis(triphenylphosphine)palladium, vinyl and aryl halides or triflates react very rapidly in piperidine or pyrrolidine with terminal alkynes to give conjugated enynes and aryl acetylenes in high yields.
