203636-17-3Relevant articles and documents
A metal-free desulfurizing radical reductive C-C coupling of thiols and alkenes
Qin, Qixue,Wang, Weijing,Zhang, Cheng,Song, Song,Jiao, Ning
supporting information, p. 10583 - 10586 (2019/09/06)
An intermolecular reductive C-C coupling of electrophilic alkyl radicals and alkenes has been developed. Thiols were used as both hydrogen-donating reagents and alkyl radical precursors in the presence of triethyl phosphite and radical initiator. A wide range of alkenes, including styrenes, and aliphatic olefins were well tolerated in this transformation. Mechanistic studies indicated that a phosphite promoted radical desulfurization of thiols to access electrophilic alkyl radicals and a radical chain propagation process may be involved in this transformation.
1,1-Disubstituted olefin synthesis via Ni-catalyzed Markovnikov hydroalkylation of alkynes with alkyl halides
Lu, Xiao-Yu,Liu, Jing-Hui,Lu, Xi,Zhang, Zheng-Qi,Gong, Tian-Jun,Xiao, Bin,Fu, Yao
, p. 5324 - 5327 (2016/05/02)
A Ni-catalyzed Markovnikov hydroalkylation of alkynes with alkyl halides is described. The reaction proceeds smoothly without the use of sensitive organometallic reagents and shows good functional-group compatibility, enabling the efficient synthesis of a variety of 1,1-disubstituted olefins. It also provides a straightforward approach for the modification of complex organic molecules.
Mechanistic aspects of the zeolite β induced rearrangement of alkoxybenzyl allyl ethers to aldehydes and ketones
Wennerberg, Johan,Frejd, Torbjoern
, p. 95 - 99 (2007/10/03)
The mechanism for the novel zeolite β catalyzed rearrangement of alkoxybenzyl allyl ethers to aldehydes and ketones has been investigated by use of cross reactions and deuterium labeling. The reaction is mainly intramolecular and may be described as a nucleophilic attack of the double bond on the electrophilic benzylic carbon of the ether-Lewis acid complex, followed by a 1,2-hydride (or alkyl) migration. Acta Chemica Scandinavica 1998.
Zeolite β-Induced Rearrangement of Alkoxybenzyl Allyl Ethers to Aldehydes and Ketones. 5.1 Variation of the Allylic Moiety
Wennerberg, Johan,Olofsson, Charlotte,Frejd, Torbjoern
, p. 3595 - 3598 (2007/10/03)
Allylic PMB ethers rearranged in the presence of zeolite β to form 4-arylbutanals or 5-arylpentanones depending on the substituent pattern of the allylic moiety. Best results were obtained with substrates carrying simple substituents in the allylic 2-posi