6278-70-2Relevant academic research and scientific papers
Nickel-Catalyzed Reductive Csp2-Csp3Cross Coupling Using Phosphonium Salts
Liang, Hongze,Lu, Xinyao,Luo, Yunjie,Man, Xi,Mou, Zehuai,Wang, Huifei,Wang, Yuting,Yang, Mengwan
, p. 8183 - 8188 (2021/11/13)
A nickel-catalyzed reductive cross coupling with phosphonium salts and allylic C(sp3)-O bond electrophiles, which granted direct construction of the C(sp2)-C(sp3) bond, is successfully developed. The protocol features broad substrate scope, high-functional-group tolerance, and heterocycle compatibility. Notably, the much more challenging reductive cross coupling with heterocyclic thiazolylphosphonium salts has also been accomplished for the first time.
(tmp)2Zn·2 MgCl2·2 LiCl: A chemoselective base for the directed zincation of sensitive arenes and heteroarenes
Wunderlich, Stefan H.,Knochel, Paul
, p. 7685 - 7688 (2008/09/18)
(Chemical Equation Presented) Positive zincing: A wide range of polyfunctional aryl and heteroaryl zinc reagents were efficiently prepared in THF by direct zincation using (tmp)2Zn·2 MgCl 2·2 LiCl (1), an exceptionally active base. Ester and cyano functions as well as aldehydes and nitro groups are tolerated. dba = dibenzylideneacetone, tmp = 2,2,6,6-tetramethylpiperidide.
A simple synthesis of new carbinols from bis(2-benzothiazolyl) ketone
Boga, Carla,Forlani, Luciano,Todesco, Paolo E.
, p. 197 - 200 (2007/10/03)
The addition reactions of Grignard reagents to the keto group of bis(2-benzothiazolyl) ketone afford bis(2-benzothiazolyl)alkyl, allyl and alkynyl carbinols in high yields without other side reactions, such as carbonyl group reduction and addition of the
Allylation of Azoles with Allyltributyltin via Unstable N-(Alkoxycarbonyl)azolium Salts
Itoh, Takashi,Hasegawa, Hiroshi,Nagata, Kazuhiro,Ohsawa, Akio
, p. 1319 - 1325 (2007/10/02)
The one-pot reactions of imidazoles with allyltributyltin in the presence of alkyl chloroformates gave 2-allyl-1,3-bis(alkoxycarbonyl)-4-imidazolines in good yields.The reactions of thiazoles and oxazoles also proceeded in a similar manner.The instability of the intermediary quaternary salts required the nucleophiles to be added simultaneously with the chloroformate.Therefore, the reaction was specific for allyltributyltin, since it doesn't react with the carbonyl group of chloroformates.The dihydro allyl adducts thus obtained were aromatized with potassium ferricyanide under basic conditions to afford the corresponding 2-allylazoles.
REACTION OF 2-HETEROSUBSTITUTED BENZOTHIAZOLES WITH ALLYLIC GRIGNARD REAGENTS
Florio, Saverio,Epifani, Erbana,Ingrosso, Giovanni
, p. 4527 - 4534 (2007/10/02)
The title benzothiazoles 1 react with allylic Grignard reagents affording 2-allylbenzothiazoles 5, 2,2-diallylbenzothiazolines 6 and N-triallylmethyl-o-aminobenzenethiols as disulphides 7 depending upon the experimental conditions.The reaction is considerably influenced by the solvent used and the nature of the allylic Grignard.A possible mechanism for the formation of compounds 5, 6 and 7 is reported.
