- Effect of Transition Metals on Chemodivergent Cross-Coupling of Acrylamides with Vinyl Acetate via C-H Activation
-
A novel chemodivergent cross-coupling of acrylamides and vinyl acetates has been realized via metal-catalyzed vinylic C-H activation. The selective olefinic C-H vinylation and alkenylation reaction was examined with a variety of differently functionalized acrylamides. The reaction efficiently generates a range of highly synthetically valuable butadienes with good functional group tolerance in good to moderate yields. A possible catalytic reaction mechanism involving the chelation-assisted olefinic C-H activation via an acetate-assisted deprotonation pathway is proposed.
- Logeswaran, Ravichandran,Jeganmohan, Masilamani
-
supporting information
p. 5679 - 5683
(2021/08/03)
-
- Synthesis method of N-isopropylacrylamide compound
-
The invention discloses a synthesis method of an N-isopropylacrylamide compound, which comprises the following steps: by using a methyl acrylate compound and isopropylamine as raw materials, sequentially carrying out an addition reaction, an amidation reaction and a cracking reaction, wherein the methyl acrylate compound is methyl acrylate or methyl methacrylate; wherein the amidation reaction iscarried out under the conditions of high temperature and high pressure, and the conditions of high temperature and high pressure are as follows: the temperature is 110-170 DEG C, and the pressure is 3-8MPa; and wherein the addition molar ratio of the methyl acrylate compound to the isopropylamine is 1: (2-5).
- -
-
Paragraph 0063-0066; 0073; 0074
(2021/04/03)
-
- Cobalt-Catalyzed Olefinic C-H Alkenylation/Alkylation Switched by Carbonyl Groups
-
The first cobalt-catalyzed cross-couplings between olefins has been demonstrated to provide C(alkenyl)-H alkenylation and alkylation products, using complex [Cp?Co(CO)I2]. While coupling partner acrylates afforded conjugated dienoates, α,β-unsaturated ketones led to γ-alkenyl ketones completely, representing a switchable C-H functionalization controlled by different carbonyl groups.
- Li, Tingyan,Shen, Cong,Sun, Yaling,Zhang, Jian,Xiang, Panjie,Lu, Xiunan,Zhong, Guofu
-
supporting information
p. 7772 - 7777
(2019/10/10)
-
- PROCESS FOR PREPARING N-ALKYL(METH)ACRYLAMIDES
-
The invention relates to a process for preparing N-alkyl(meth)acrylamides by reacting (meth)acrylic anhydride with corresponding alkylamines.
- -
-
Paragraph 0017
(2014/09/30)
-
- Ir(III)-catalyzed mild C-H amidation of arenes and alkenes: An efficient usage of acyl azides as the nitrogen source
-
Reported herein is the development of the Ir(III)-catalyzed direct C-H amidation of arenes and alkenes using acyl azides as the nitrogen source. This procedure utilizes an in situ generated cationic half-sandwich iridium complex as a catalyst. The reaction takes place under very mild conditions, and a broad range of sp2 C-H bonds of chelate group-containing arenes and olefins are smoothly amidated with acyl azides without the intervention of the Curtius rearrangement. Significantly, a wide range of reactants of aryl-, aliphatic-, and olefinic acyl azides were all efficiently amidated with high functional group tolerance. Using the developed approach, Z-enamides were readily accessed with a complete control of regio- and stereoselectivity. The developed direct amidation proceeds in the absence of external oxidants and releases molecular nitrogen as a single byproduct, thus offering an environmentally benign process with wide potential applications in organic synthesis and medicinal chemistry.
- Ryu, Jaeyune,Kwak, Jaesung,Shin, Kwangmin,Lee, Donggun,Chang, Sukbok
-
supporting information
p. 12861 - 12868
(2013/09/23)
-
- Ruthenium- and rhodium-catalyzed cross-coupling reaction of acrylamides with alkenes: Efficient access to (Z,E)-dienamides
-
Ruthenium- and rhodium-catalyzed direct oxidative cross-coupling reactions of acrylamides with alkenes were developed. These methods provide an efficient route for the synthesis of (Z,E)-dienamides in excellent yields with good stereoselectivity. The catalytic systems allowed oxidative olefination of a wide range of alkenes bearing different functional groups, such as CO2R, COMe, SO2Ph, aryl, CONHBn, CN, PO(OEt)2, as well as Weinreb amide.
- Zhang, Jian,Loh, Teck-Peng
-
supporting information
p. 11232 - 11234
(2013/01/15)
-
- PROCESSES FOR PRODUCING N-ALKYL (ALKYL)ACRYLAMIDES
-
Methods of producing the N-alkyl(alkyl)acrylamides. In a general embodiment, the present disclosure provides a method of producing an N-alkyl (alkyl)acrylamide comprising providing an aqueous solution comprising an N-alkyl amine and adding to the aqueous solution a base and an (alkyl)acrylic anhydride to form a precipitated N-alkyl(alkyl)acrylamide.
- -
-
Page/Page column 2
(2010/03/31)
-
- Production of acrylic monomers
-
A process for the preparation of a mixture comprising a compound of formula (1) and a compound of formula (2) wherein R1is an optionally substituted C1-20alkyl, optionally substituted C3-4alkenyl, optionally substituted C5-7cycloalkyl or optionally substituted benzyl, R2is an optionally substituted C1-20alkyl, optionally substituted C3-4alkenyl or optionally substituted C5-7cycloalkyl, A is either S or NR3, R3is an optionally substituted C1-20alkyl, optionally substituted C3-4alkenyl or optionally substituted C5-7cycloalkyl, or R2and R3together form a 5-7 membered ring which can contain an oxygen atom, R4is hydrogen or methyl, R5is an optionally substituted C1-20alkyl, optionally substituted C3-4alkenyl, optionally substituted C5-7cycloalkyl or optionally substituted benzyl and, R6is hydrogen or an optionally substituted C1-20alkyl, optionally substituted C3-4alkenyl or optionally substituted C5-7cycloalkyl, or R5and R6together form a 5-7 membered ring which can contain an oxygen atom, which comprises reacting in an alkaline or base medium a compound of formula (3) wherein X?is an anion, R1, R2, R3, R4, R5and R6have the same meaning as above, A+is S+or N+R3.
- -
-
-
- Preparation of carboxylic acid amides
-
What is disclosed is a method for making amides of the formula STR1 wherein R1 is hydrogen or methyl, R3 is straight-chain or branched alkyl or unsubstituted or substituted aryl, and R4 is hydrogen or straight-chain or branched unsubstituted or substituted alkyl, which comprises reacting an ester of the formula STR2 wherein R2 is alkyl having 1 to 6 carbon atoms, with heating and under autogenous pressure, in a homogeneous phase, with an amine of the formula STR3 said amine being present in an amount which is stoichiometrically deficient up to an amount which is in small stoichiometric excess with respect to said ester.
- -
-
-