1438892-72-8Relevant academic research and scientific papers
Iridium(III)-Catalyzed Intermolecular Allylic C-H Amidation of Internal Alkenes with Sulfonamides
Sihag, Pinki,Jeganmohan, Masilamani
, p. 13053 - 13064 (2019)
The Ir(III)-catalyzed direct allylic C-H amidation of substituted internal alkenes with substituted sulfonamides without having directing group is demonstrated. The present protocol provides substituted allylic amines in a highly atom- and step-economical
Rh(iii)-Catalyzed allylic C-H amidation of unactivated alkenes within situgenerated iminoiodinanes
Jeganmohan, Masilamani,Sihag, Pinki
supporting information, p. 6428 - 6431 (2021/07/02)
Rh(iii)-catalyzed allylic C-H amidation of substituted alkenes within situgenerated iminoiodinanes is demonstrated. The presented protocol is compatible with differently functionalized unactivated terminal alkenes and internal alkenes. In terminal alkenes
H-*BEA Zeolite-Catalyzed Nucleophilic Substitution in Allyl Alcohols Using Sulfonamides, Amides, and Anilines
Aoki, Shunsuke,Fujii, Takeshi,Morita, Sachiko,Nishida, Ryo,Ohtsuki, Akimichi,Okumura, Kazu
, (2020/07/24)
Herein, we report a novel zeolite-catalyzed nucleophilic substitution in allyl alcohols. The product yield was improved upon the addition of NaOTf (0.05 mol-percent) using the studied zeolites. The highest yields were observed using H-*BEA(Si/Al2 = 40)/NaOTf. The scope of the reaction with respect to the nucleophile was examined using 1,3-diphenylprop-2-ene-1-ol as a model substrate under optimized reaction conditions. p-Substituted aryl sulfonamides bearing electron-rich or electron-deficient substituents, alkyl sulfonamides, and heteroaryl sulfonamides undergo the amidation reaction to produce their corresponding allyl sulfonamides in good yield. Amides and anilines exhibited low activity under the optimized conditions, however, performing the reaction at 90 °C produced the target product. The scope of the allyl alcohol was investigated using p-toluenesulfonamide as the nucleophile and the reaction proceeded with a variety of allylic alcohols. To probe the practical utility of the H-*BEA-catalyzed amidation reaction, a gram-scale reaction was performed using 1.01 g (4.8 mmol) of allyl alcohol, which afforded the target product in 88 percent yield.
Efficient ZnBr2-catalyzed reactions of allylic alcohols with indoles, sulfamides and anilines under high-speed vibration milling conditions
Fan, Guang-Peng,Liu, Zi,Wang, Guan-Wu
, p. 1659 - 1664 (2013/09/24)
Solvent-free reactions of allylic alcohols with various nucleophiles including indoles, sulfamides and anilines were efficiently achieved in the presence of 20% ZnBr2 under high-speed vibration milling conditions, and the products were obtained in good to excellent yields with the formation of water as the only byproduct.
