91247-36-8Relevant academic research and scientific papers
A Bond-Weakening Borinate Catalyst that Improves the Scope of the Photoredox α-C-H Alkylation of Alcohols
Kanai, Motomu,Oisaki, Kounosuke,Sakai, Kentaro
supporting information, p. 2171 - 2184 (2020/08/10)
The development of catalyst-controlled, site-selective C(sp 3)-H functionalization reactions is currently a major challenge in organic synthesis. In this paper, a novel bond-weakening catalyst that recognizes the hydroxy group of alcohols through formation of a borate is described. An electron-deficient borinic acid-ethanolamine complex enhances the chemical yield of the α-C-H alkylation of alcohols when used in conjunction with a photoredox catalyst and a hydrogen atom transfer catalyst under irradiation with visible light. This ternary hybrid catalyst system can, for example, be applied to functional-group-enriched-peptides.
Identification of Bond-Weakening Spirosilane Catalyst for Photoredox α-C?H Alkylation of Alcohols
Sakai, Kentaro,Oisaki, Kounosuke,Kanai, Motomu
supporting information, p. 337 - 343 (2019/12/24)
The development of catalyst-controlled site-selective C(sp3)?H functionalization is a current major challenge in organic synthesis. This paper describes DFT-guided identification of pentavalent silicate species as a novel bond-weakening catalyst for the α-C?H bonds of alcohols together with a photoredox catalyst and a hydrogen atom transfer catalyst. Specifically, Martin's spirosilane accelerated α-C?H alkylation of alcohols. (Figure presented.).
Highly efficient and versatile synthesis of lactams and N -heterocycles via Al(OTf)3-catalyzed cascade cyclization and ionic hydrogenation reactions
Qi, Jianguo,Sun, Chenbin,Tian, Yulin,Wang, Xiaojian,Li, Gang,Xiao, Qiong,Yin, Dali
supporting information, p. 190 - 192 (2014/01/23)
The discovery and development of an efficient and versatile method for the synthesis of N-substituted lactams is described. Pyrrolindinones, piperidones, and structurally related heterocycles were formed by Al(OTf)3- catalyzed cascade cyclizati
REACTION OF OXIRANES WITH DIANIONS OF SECONDARY AMINES. NEW ENTRY TO 5-ALKYLSUBSTITUTED γ-LACTAMS
Takahata, Hiroki,Wang, Eng-Chi,Yamazaki, Takao
, p. 1159 - 1166 (2007/10/02)
The oxirane ring cleavage with dilithiated secondary amides was accelerated by the addition of boron trifluoride-etherate to afford γ-hydroxyamides, which were transformed into 5-alkylsubstituted γ-lactams via an intramolecular N-alkylation reaction.
High-pressure Ammonolysis of Lactones to Hydroxyamides
Matsumoto, Kiyoshi,Hashimoto, Shiro,Okamoto, Tadashi,Otani, Shinichi,Hayami, Jun'ichi
, p. 803 - 804 (2007/10/02)
The preparation of hydroxyamides from a variety of lactones and amines has been achieved at 9 kbar and 30 deg C or 65 deg C.The yields of hydroxyamides were excellent to moderate.
