15732-83-9Relevant academic research and scientific papers
Fe-Catalyzed Reductive Coupling of Unactivated Alkenes with β-Nitroalkenes
Zheng, Jing,Wang, Dahai,Cui, Sunliang
, p. 4572 - 4575 (2015)
An Fe-catalyzed reductive coupling of unactivated alkenes with β-nitroalkenes has been developed. The reaction proceeds through a radical pathway, with β-nitroalkenes serving as the vinylating reagents and the nitro group being cleaved in the process. The
Divergent Reactivity of α,α-Disubstituted Alkenyl Hydrazones: Bench Stable Cyclopropylcarbinyl Equivalents
Ritchie, Nina F. C.,Zahara, Adam J.,Wilkerson-Hill, Sidney M.
supporting information, p. 2101 - 2106 (2022/02/14)
Herein we report the divergent reactivity of 2,2-dialkyl-3-(E)-alkenyl N-tosylhydrazones using Pd-catalyzed cross-coupling conditions, which enable the Z-selective synthesis of 3-aryl-1,4-dienes and gem-dialkyl vinylcyclopropanes. We found that the dialky
A hydrate salt-promoted reductive coupling reaction of nitrodienes with unactivated alkenes
Zhang, Mengmeng,Yang, Liming,Tian, Chao,Zhou, Meng,An, Guanghui,Li, Guangming
, p. 2258 - 2264 (2019/02/27)
Transition metal-catalyzed reductive coupling has emerged as a powerful method for the construction of C-C bonds. Herein, a crystalline hydrate, Na2HPO4·7H2O, has been disclosed as an effective promoter for the reductive c
SmI2-Mediated 3-exo-trig Cyclization of β,γ- unsaturated carbonyl compounds: Diastereoselective synthesis of cyclopropanols
Martin-Fontecha, Mar,Agarrabeitia, Antonia R.,Ortiz, Maria J.,Armesto, Diego
supporting information; experimental part, p. 4082 - 4085 (2010/11/04)
SmI2-mediated 3-exo-trig cyclizations of β,γ- unsaturated carbonyl compounds to generate cyclopropanols are not generally observed processes. The reported examples are limited to β,γ- unsaturated carbonyl compounds that possess ester groups con
PHOTOCHEMISTRY OF β,γ-UNSATURATED KETONES - V ; THE DIRECT IRRADIATION OF SOME γ-PHENYL β;γ-ENONES
Weerdt, Anton J. A. Van Der,Cerfontain, Hans
, p. 2121 - 2130 (2007/10/02)
The photochemistry of some members of the two series of γ-phenyl substituted acyclic β,γ-unsaturated ketones 1 and 2 upon direct irradiation with λ 310 nm has been investigated, viz 1c-1h and 2b+2c.The alkyl substituted (E)-5-phenyl-4-penten-2-ones 1c-1h yield the corresponding 1,3-acyl shift products and (Z)-isomers, and 1g and 1h in addition two decarbonylated products. 2b only yields the (Z)-isomer and some benzaldehyde, but 2c yields the 1,3-acyl shift product, the ODPM product, three hydrocarbons formed by disproportionation of the allyl radical, and some benzaldehyde.The β-phenyl β,γ-UK 3a proved to be photostable.The 1,3-acyl shift products of 1c-1h result mainly from the singlet excited state in a cage radical process.The exclusive formation of the (E)-configuration of the 1,3-acyl shift product is explained in terms of conformational preference of the intermediate allyl radical.It is proposed that the formation of the (Z)-isomer proceeds from 1T(?-?*) which is populated according to .Evidence is presented which supports the proposed mechanism.The β,γ-UK 2b containing a benzoyl moiety leads to a higher degree of (E)-(Z) isomerization than the corresponding 1d which has an acetyl moiety.The triplet energies of (E)- and (Z)-1h are 56 and ca 70 kcal/mol respectively.
