I2/TBHP Mediated C–N and C–H Bond Cleavage of Tertiary Amines toward Selective Synthesis of Sulfonamides and β-Arylsulfonyl Enamines: The Solvent Effect on Reaction

2016 ◽  
Vol 18 (13) ◽  
pp. 3194-3197 ◽  
Author(s):  
Junyi Lai ◽  
Liming Chang ◽  
Gaoqing Yuan
Keyword(s):  
Solvent Effect ◽  
Bond Cleavage ◽  
Selective Synthesis ◽  
Tertiary Amines

Selective Synthesis of Secondary and Tertiary Amines by Cp*Iridium-Catalyzed Multialkylation of Ammonium Salts with Alcohols

2008 ◽  
Vol 10 (2) ◽  
pp. 181-184 ◽  
Author(s):  
Ryohei Yamaguchi ◽  
Shoko Kawagoe ◽  
Chiho Asai ◽  
Ken-ichi Fujita
Keyword(s):  
Ammonium Salts ◽  
Selective Synthesis ◽  
Tertiary Amines

ChemInform Abstract: Iodine-Catalyzed C3-Formylation of Indoles via C-N Bond Cleavage of Tertiary Amines under Aerobic Conditions.

ChemInform ◽  
2015 ◽  
Vol 46 (37) ◽  
pp. no-no
Author(s):  
Lin Lu ◽  
Qiheng Xiong ◽  
Shengmei Guo ◽  
Tianqiang He ◽  
Feng Xu ◽  
...  
Keyword(s):  
Bond Cleavage ◽  
Tertiary Amines ◽  
Aerobic Conditions

Pd/C-catalyzed synthesis of oxamates by oxidative cross double carbonylation of alcohols and tertiary amines through C–N bond cleavage

2019 ◽  
Vol 43 (46) ◽  
pp. 18072-18078 ◽  
Author(s):  
Yuvraj A. Kolekar ◽  
Bhalchandra M. Bhanage
Keyword(s):  
Active Compound ◽  
Bond Cleavage ◽  
Tertiary Amines ◽  
Carbonylation Reaction ◽  
Palladium Catalyzed ◽  
Biological Active Compound

Palladium-catalyzed oxidative cross double carbonylation reaction between tertiary amines and alcohols using oxidant O2 and KI as the additive affords oxamates. Oxamate are as a intermediate in biological active compound and glycol synthesis.

Palladium-catalyzed carbonylative synthesis of arylacetamides from benzyl formates and tertiary amines

2020 ◽  
Vol 7 (21) ◽  
pp. 3406-3410
Author(s):  
Ming Lai ◽  
Zhi-Peng Bao ◽  
Xinxin Qi ◽  
Xiao-Feng Wu
Keyword(s):  
Bond Cleavage ◽  
Tertiary Amines ◽  
Palladium Catalyzed

A palladium-catalyzed carbonylative synthesis of arylacetamides via a C–N bond cleavage of tertiary amines with benzyl formates as the CO source has been disclosed. A variety of arylacetamides were obtained in very good yields under oxidant-free conditions.

ChemInform Abstract: Direct Amidation of Carboxylic Acids with Tertiary Amines: Amide Formation over Copper Catalysts Through C-N Bond Cleavage.

ChemInform ◽  
2015 ◽  
Vol 46 (8) ◽  
pp. no-no
Author(s):  
Biquan Xiong ◽  
Longzhi Zhu ◽  
Xiaofeng Feng ◽  
Jian Lei ◽  
Tieqiao Chen ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Bond Cleavage ◽  
Copper Catalysts ◽  
Tertiary Amines ◽  
Amide Formation ◽  
Direct Amidation

Transamidation via C–N bond cleavage of amides and tertiary amines

2020 ◽  
Vol 7 (18) ◽  
pp. 2737-2743
Author(s):  
Muhammad Aliyu Idris ◽  
Sunwoo Lee
Keyword(s):  
Bond Cleavage ◽  
Tertiary Amines

Double C–N bond cleavage of amides and tertiary amines afforded the transamidated products in good yields.

scholarly journals Kinetics and Correlation Analysis of Reactivity in the Oxidation of Some α-Hydroxy Acids by Benzimidazolium Dichromate

2018 ◽  
Vol 43 (3-4) ◽  
pp. 300-314
Author(s):  
Dinesh Panday ◽  
Teena Kachawa ◽  
Seema Kothari
Keyword(s):  
Solvent Effect ◽  
Mandelic Acid ◽  
Bond Cleavage ◽  
Hydroxy Acids ◽  
Cyclic Transition ◽  
Hydride Ion ◽  
Rate Determining Step ◽  
Reaction Constant ◽  
Cyclic Transition State ◽  
Hydride Ion Transfer

Kinetic and mechanistic studies of the oxidation of mandelic acid and nine monosubstituted mandelic acids by benzimidazolium dichromate (BIDC) in dimethyl sulfoxide are discussed with an emphasis on correlation of structure and reactivity. The reactions were of first order with respect to BIDC. However, Michaelis-Menten type kinetics were observed with respect to hydroxy acids. The reactions are catalysed by protons. The deuterium isotope effect for the oxidation of mandelic acid ( kH/ kD = 5.91 at 298 K) indicated an α-C-H bond cleavage in the rate-determining step. An analysis of the solvent effect showed that the role of cationsolvation is major. The reaction showed an excellent correlation with the Hammett σ values, the reaction constant being negative. Based on the kinetic data, analysis of the solvent effect and results of structure-reactivity correlation along with some non-kinetic parameters, a mechanism involving rate-determining oxidative decomposition of the complex through hydride-ion transfer via a cyclic transition state to give the corresponding oxoacid is suggested.

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