60484-66-4Relevant articles and documents
A Molecular Iron-Based System for Divergent Bond Activation: Controlling the Reactivity of Aldehydes
Chatterjee, Basujit,Jena, Soumyashree,Chugh, Vishal,Weyhermüller, Thomas,Werlé, Christophe
, p. 7176 - 7185 (2021/06/30)
The direct synthesis of amides and nitriles from readily available aldehyde precursors provides access to functional groups of major synthetic utility. To date, most reliable catalytic methods have typically been optimized to supply one product exclusively. Herein, we describe an approach centered on an operationally simple iron-based system that, depending on the reaction conditions, selectively addresses either the C=O or C-H bond of aldehydes. This way, two divergent reaction pathways can be opened to furnish both products in high yields and selectivities under mild reaction conditions. The catalyst system takes advantage of iron's dual reactivity capable of acting as (1) a Lewis acid and (2) a nitrene transfer platform to govern the aldehyde building block. The present transformation offers a rare control over the selectivity on the basis of the iron system's ionic nature. This approach expands the repertoire of protocols for amide and nitrile synthesis and shows that fine adjustments of the catalyst system's molecular environment can supply control over bond activation processes, thus providing easy access to various products from primary building blocks.
Cross-coupling reactions through the intramolecular activation of Alkyl(triorgano)silanes
Nakao, Yoshiaki,Takeda, Masahide,Matsumoto, Takuya,Hiyama, Tamejiro
supporting information; scheme or table, p. 4447 - 4450 (2010/08/19)
(Figure Presented) Cross-Si-ing the Jordan: Cross-coupling reactions of 2-(2-hydroxyprop-2-yl)phenylsubstituted alkylsilanes with a variety of aryl halides proceed in the presence of palladium and copper catalysts. The use of K3PO4 base allows for highly chemoselective alkyl coupling with both primary and secondary alkyl groups (Alk).
The action of sodium hydrogen telluride on olefins
Barton, Derek H. R.,Bohe, Luis,Lusinchi, Xavier
, p. 5273 - 5284 (2007/10/02)
The action of sodium hydrogen telluride, NaTeH, on non electrophilic carbon-arbon double bonds has been investigated.The reaction is found to be very sensitive to the substituents on the ethylenic linkage. Whereas phenyl conjugated olefins are reduced to alkylbenzenes,the reagent adds to isolated mono and disubstituted double bonds leading to organotellurium derivatives and with gem-disubstituted ones it leads to a mixture of reduction and addition products. These results are interpreted in terms of a radical pair mechanism involving hydrogen atom transfer from hydrogen telluride,HTe- to the double bond.