95102-89-9Relevant academic research and scientific papers
METHOD FOR ALCOHOLYSIS OF AMIDE
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Paragraph 0123-0124, (2020/03/01)
Provided is a method for the alcoholysis of an amide. The method comprises subjecting an amide-containing compound to alcoholysis under alkaline conditions using an epoxy compound as an accelerant of alcoholysis.
Dynamic Kinetic Resolution of Alkenyl Cyanohydrins Derived from α,β-Unsaturated Aldehydes: Stereoselective Synthesis of E-Tetrasubstituted Olefins
Majhi, Jadab,Turnbull, Ben W. H.,Ryu, Ho,Park, Jiyong,Baik, Mu-Hyun,Evans, P. Andrew
supporting information, p. 11770 - 11774 (2019/08/16)
A novel dynamic kinetic resolution (DKR) of tetrasubstituted alkenyl cyanohydrins prepared from the corresponding α,β-unsaturated aldehydes is described. The deprotonation of a geometrical mixture of tetrasubstituted alkenyl cyanohydrins with sodium diiso
Cobalt-Catalyzed Cross-Couplings between Alkenyl Acetates and Aryl or Alkenyl Zinc Pivalates
Li, Jie,Knochel, Paul
, p. 11436 - 11440 (2018/08/11)
CoBr2 (5 mol %) in the presence of 2,2′-bipyridyl (5 mol %) enables electrophilic alkenylations between easily accessible alkenyl acetates or tosylates and various functionalized aryl zinc pivalates at ambient temperature. This cobalt-catalyzed
Poly(phosphoric acid) (PPA)-Promoted 5- exo -Cyclization of Iminium Ions Generated in Situ: A Facile Access to Functionalized Indene Derivatives
Zhu, Yi-Fan,Geng, Xin-Le,Guan, Yong-Hong,Teng, Wei,Fan, Xiaohui
supporting information, p. 1821 - 1827 (2017/09/30)
A metal-free Bronsted acid promoted two-component reaction between cinnamaldehydes and sulfonamides is described. This cascade process provides a simple and atom-economical alternative synthesis of a range of functionalized indenes from easily available starting materials. The resulting N -indenylsulfonamides were readily converted into the corresponding indenylenamines or indanones.
An Epoxide-Mediated Deprotection Method for Acidic Amide Auxiliary
Pei, Qing-Lan,Che, Guan-Da,Zhu, Ru-Yi,He, Jian,Yu, Jin-Quan
supporting information, p. 5860 - 5863 (2017/11/10)
A practical method for the removal of a versatile acidic amide auxiliary has been developed. Facile alcoholysis of the amide in the presence of KOAc is enabled by an epoxide, which mechanistically resembles the removal of the Myers' auxiliary. The protocol has been applied to the removal of a variety of amide substrates and their C-H functionalization products with high efficiency and low cost, representing a step forward toward the development of a versatile directing group for C-H activation.
Control of Chemo-, Regio-, and Enantioselectivity in Copper Hydride Reductions of Morita-Baylis-Hillman Adducts
Linstadt, Roscoe T. H.,Peterson, Carl. A.,Jette, Carina I.,Boskovic, Zarko V.,Lipshutz, Bruce H.
, p. 328 - 331 (2017/04/21)
Nonracemically ligated copper hydride can be used to effect tandem SN2′/1,2-reductions of racemic Morita-Baylis-Hillman (MBH) acetates to access enantioenriched chiral allylic alcohols with defined olefin geometry. MBH esters, including those w
Method for amide alcoholysis
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Paragraph 0211; 0212; 0213, (2017/12/28)
The invention provides a method for amide alcoholysis. The method comprises the following steps: using an epoxy compound as an accelerator, and performing alcoholysis on an amide-containing compound under an alkaline condition. The above method is convenient and easy to operate, pure products can be obtained through post-treatment which just needs conventional separation steps, and the epoxy compound is low in costs, thus production and operation costs and three wastes (waste water, waste gas and solid waste) treatment risks and costs can be greatly reduced; when the above method is used, reaction conditions are mild, the method can be compatible with various substituent groups and functional groups, obtains good yields aiming at various amides with different structures, and is wide in substrate application range; an environmentally friendly, economic and practical high-efficiency method for conversion of amides into more useful esters is provided; and the above alcoholysis reaction cannot be influenced by impurities of a previous-step C-H activating reaction system, an intermediate purification step is saved, and two-step reactions of a C-H activating reaction and an amide alcoholysis reaction can be linked.
(E)- and (Z)-stereodefined enol phosphonates derived from β-ketoesters: Stereocomplementary synthesis of fully-substituted α,β-unsaturated esters
Nakatsuji, Hidefumi,Ashida, Yuichiro,Hori, Hiroshi,Sato, Yuka,Honda, Atsushi,Taira, Mayu,Tanabe, Yoo
, p. 8205 - 8210 (2015/08/03)
A versatile, robust, and stereocomplementary synthesis of fully-substituted (E)- and (Z)-stereodefined α,β-unsaturated esters 3 from accessible α-substituted β-ketoesters 1via (E)- and (Z)-enol phosphonates was achieved. The present method involves two ac
Assembly of indenamine derivatives through in situ formed N-sulfonyliminium ion initiated cyclization
Fan, Xiaohui,Lv, Hao,Guan, Yong-Hong,Zhu, Hong-Bo,Cui, Xiao-Meng,Guo, Kun
supporting information, p. 4119 - 4122 (2014/04/03)
An expedient route to structurally diverse indenamine derivatives through condensation of the readily accessible substituted cinnamylaldehydes and sulfonylamines under the catalysis of FeCl3 has been developed, featuring high efficiency in the generation of two bonds and one ring in a single-step and water as the only by-product. This journal is the Partner Organisations 2014.
Tandem Blaise/retro-Blaise reaction for the nitrile-mediated regioselective intermolecular addition of unstabilized zinc ester enolates (Reformatsky Reagents) to 1-alkynes and 1,3-enynes
Kim, Ju Hyun,Chun, Yu Sung,Lee, Sang-Gi
, p. 11483 - 11493 (2013/12/04)
We report the novel use of a nitrile as a mediator to achieve the regioselective intermolecular addition of unstabilized zinc ester enolates (Reformatsky reagents) to 1-alkynes and 1,3-enynes. This reaction is made possible by a reversible addition of enolates to a nitrile (Blaise reaction), generating a zinc aza-enolate that, unlike zinc ester enolates, can add intermolecularly to 1-alkynes and 1,3-enynes. Subsequent removal of the nitrile through a retro-Blaise reaction generates the targeted addition product. This method is combined with a Diels-Alder reaction and subsequent oxidative aromatization, providing a tandem one-pot de novo construction of α-arylated alkanoates from Reformatsky reagents.
