Using a proazaphosphatranecatalyst, P(RNCH2CH2)3N (R=Me, i-Pr), allylaromatics and allylphenyl sulfide were selectively isomerized to the corresponding vinyl isomers in yields up to >99% in CH3CN at 40 °C. Efficient transformation of allylphenylsulfone at ambient temperature afforded an isomerization/dimerization product in >95% yield. Conjugation of bis-allylmethylene double bond-containing compounds
<scp>Copper‐catalyzed</scp>
Regioselective Hydroaminations of Allylic Sulfones With Aromatic Amines
作者:Kundo Kim、Soohong Cho、Subin Park、Yunmi Lee
DOI:10.1002/bkcs.12264
日期:2021.4
regioselective copper‐catalyzed hydroaminations of terminal or γ‐substituted allylic sulfones with aromatic amines is described. The combination of an N‐heterocyclic carbene‐copper complex and KOt‐Bu plays an important role in promoting selective amination undermild reaction conditions. This catalytic reaction tolerates a wide range of functional groups and enables the efficientsyntheses of new and versatile
Catalytic Dimerization of Allyl Phenyl Sulfone in the Presence of a Proazaphosphatrane Catalyst
作者:Zhengkun Yu、John G. Verkade
DOI:10.1002/adsc.200303211
日期:2004.4
In the presence of a proazaphosphatranecatalyst P(RNCH2CH2)3N, allylphenylsulfone readily dimerizes to give the product shown, for which only incomplete and inconclusive data exist in the literature. The dimer was shown from 1H NMR spectral considerations to have the E configuration.
在原氮杂磷杂环戊烷催化剂P(RNCH 2 CH 2)3 N存在下,烯丙基苯基砜容易二聚而得到所示产物,文献中仅存在不完全和不确定的数据。从1 H NMR光谱考虑表明该二聚体具有E构型。
Efficient electrocatalytic addition reactions of allyl phenyl sulfone to electron deficient alkenes
作者:Greg A.N. Felton、Nathan L. Bauld
DOI:10.1016/j.tet.2005.01.125
日期:2005.4
The use of tetraalkylammonium salts as electrolytes has been found to allow the formation of electrogenerated bases of especially high reactivity. Such conditions allow allyl phenyl sulfone to undergo addition to a variety of electron deficient vinyl and propenyl compounds (sulfone, ketone, nitrile, and ester). The additions are catalyzed by electrogenerated bases derived from the reactant itself, rather than via an added pro-base. The nature of the substrate molecule is seen to affect which type of product is formed, leading to an interplay between addition to 1 mol of substrate or to 2 mol of substrate. Yields of 1: 1 adducts range from 6 to 81%, while yields of 1:2 adducts range from 57 to 96%. (c) 2005 Elsevier Ltd. All rights reserved.
KO
<i>t</i>
‐Bu‐Catalyzed Chemo‐ and Regioselective Hydroamination of Allylic Sulfones with Indoles
作者:Kundo Kim、Subin Park、Yunmi Lee
DOI:10.1002/ejoc.202001394
日期:2021.1.8
A highly chemo‐ and regioselectivehydroamination of β,γ‐unsaturated sulfones with indoles using a KOt‐Bu catalyst is described. A series of β‐indolyl sulfones was easily obtained in good to excellent yields under simple and mild reaction conditions.