58202-65-6Relevant academic research and scientific papers
Radical C(sp3)-H alkenylation, alkynylation and allylation of ethers and amides enabled by photocatalysis
Paul, Subhasis,Guin, Joyram
supporting information, p. 2530 - 2534 (2017/07/17)
An efficient radical addition/elimination reaction that enables selective incorporation of alkenyl, alkynyl and allyl functional groups into the C(sp3)-H bond under green reaction conditions is developed. The process is based on the catalytic formation of α-alkoxyl/α-amidyl radicals via the homolytic activation of the C(sp3)-H bond of ethers/amides with a catalytic amount of diarylketone in the presence of a household fluorescent light bulb. This simple reaction protocol features good functional group tolerance, scalability, convenient reagents and operating systems. Synthetic application of the method has been demonstrated via the preparation of natural products and different valuable synthones.
A highly stereoselective synthesis of E-(but-1-en-3-yne-1-sulfonyl) hetarenes and disubstituted 2-benzothiazolyl alkynes by palladium catalyzed sonogashira type coupling of 2-chlorovinylsulfones
Visnevska, Julija,Belyakov, Sergey,Abele, Edgars
experimental part, p. 250 - 256 (2012/07/17)
Abstract: Novel and highly stereoselective route to E-(but-1-en-3-yne-1- sulfonyl)hetarenes by palladium catalyzed Sonogashira type coupling of unstable E-2-chlorovinylsulfonylbenzene and E-2-(2-chlorovinylsulfonyl)pyridine was presented. Usage of potassium phosphate as novel base in Sonogashira reaction was demonstrated. Unusual coupling products in the Sonogashira reaction of E-2-(2-chlorovinylsulfanyl)benzothiazole with different alkynes were obtained.
Regio- and stereo-selective additions of sodium selenides to conjugate enyne sulfones: A convenient synthesis of 4-seleno-1-sulfonylbuta-1,3-dienes
Yoshimatsu, Mitsuhiro,Hasegawa, Junko
, p. 211 - 215 (2007/10/03)
Addition of PhSeNa to the conjugate enyne sulfones 1, 11-18 occurred at the δ-position of the sulfonyl group to give the 4-phenylseleno-1-sulfonylbuta-1,3-dienes 10, 19-22, 24, 25 and 27 regio- and stereo-selectively.
