60127-34-6Relevant academic research and scientific papers
Decarboxylative Hydroxylation of Benzoic Acids
Ritter, Tobias,Su, Wanqi,Xu, Peng
supporting information, p. 24012 - 24017 (2021/10/06)
Herein, we report the first decarboxylative hydroxylation to synthesize phenols from benzoic acids at 35 °C via photoinduced ligand-to-metal charge transfer (LMCT)-enabled radical decarboxylative carbometalation. The aromatic decarboxylative hydroxylation is synthetically promising due to its mild conditions, broad substrate scope, and late-stage applications.
Cobalt-Catalyzed Esterification of Amides
Bourne-Branchu, Yann,Gosmini, Corinne,Danoun, Grégory
supporting information, p. 10043 - 10047 (2017/08/01)
The first cobalt-catalyzed amide activation of N-Boc-amides, and their conversion into esters, is reported here. This new methodology presents a very practical process that does not require an inert atmosphere, uses an inexpensive cobalt catalyst, and proceeds under mild reaction conditions. This catalytic system has a broad substrate scope and has been shown to be highly efficient, with catalyst loadings as low as 1 mol %.
Rhodium-catalyzed synthesis of esters from aryl iodides and alcohols: use of alcohols with/without the assistance of aldehydes as carbon monoxide and nucleophile sources
Kim, Ju Hyun,Park, Hawon,Chung, Young Keun
, p. 190 - 194 (2017/01/12)
A CO-gas-free rhodium-catalyzed alkoxycarbonylation of aryl iodide with alcohols has been developed. Alcohols, with/without the aid of an aldehyde, were used as a carbon monoxide and nucleophile source. The former synthesis afforded better yields of the alkoxycarbonylated products. Moreover, phenols also afforded phenoxycarbonylation products with high yields.
K2CO3-promoted formation of aryl esters from primary aryl amides by the acyl-acyl exchange process
Bian, Yongjun,Qu, Xingyu
supporting information, p. 3869 - 3872 (2016/05/24)
A new acyl-acyl exchange reaction has been developed for the formation of aryl esters from primary aryl amides. The reaction could occur under mild reaction conditions with catalytic quantities of K2CO3, and could afford moderate to good yields of the desired products.
Direct synthesis of symmetrical azines from alcohols and hydrazine catalyzed by a ruthenium pincer complex: Effect of hydrogen bonding
Bauer, Jonathan O.,Leitus, Gregory,Ben-David, Yehoshoa,Milstein, David
, p. 8415 - 8419 (2018/05/23)
Azines (2,3-diazabuta-1,3-dienes) are a widely used class of compounds with conjugated CN double bonds. Herein, we present a direct synthesis of azines from alcohols and hydrazine hydrate. The reaction, catalyzed by a ruthenium pincer complex, evolves dihydrogen and can be run in a base-free version The deh dro enative cou lin of benz lic and aliphatic alcohols led to good conversions and yields. Spectroscopic evidence for a hydrazine-coordinated dearomatized ruthenium pincer complex was obtained. Isolation of a supramolecular crystalline compound provided evidence for the important role of hydrogen bonding networks under the reaction conditions.
Aryl formate as bifunctional reagent: Applications in palladium-catalyzed carbonylative coupling reactions using in situ generated CO
Li, Haoquan,Neumann, Helfried,Beller, Matthias,Wu, Xiao-Feng
supporting information, p. 3183 - 3186 (2014/04/03)
After decades of development, carbonylation reactions have become one of the most powerful tools in modern organic synthesis. However, the requirement of CO gas limits the applications of such reactions. Reported herein is a versatile and practical protocol for carbonylative reactions which rely on the cooperation of phenyl formate and nonaflate, and the generation of CO in situ. This protocol has a high functional-group tolerance and could be applied in carbonylations with C, N, and, O nucleophiles. The corresponding amides, alkynones, furanones, and aryl benzoates were synthesized in good yields. Transformers: A versatile and practical protocol for carbonylation reactions involve the cooperation of phenyl formate and nonaflate with generation of CO in situ. This protocol has a high functional-group tolerance and could be applied in carbonylative couplings with C, N, and O nucleophiles. The corresponding amides, alkynones, furanones, and aryl benzoates were synthesized in good yield.
Facile esterification of alcohols with 2-Acyl-4,5-dichloropyridazin-3(2 H)-ones under Friedel-Crafts conditions
Kim, Bo Ram,Sung, Gi Hyeon,Ryu, Ki Eun,Yoon, Hyo Jae,Lee, Sang-Gyeong,Yoon, Yong-Jin
, p. 1909 - 1915 (2014/08/18)
This paper describes the esterification of aromatic and aliphatic alcohols by using 2-acyl-4,5-dichloropyridazin-3(2H)-ones as an acyl source under Friedel-Crafts conditions. Twelve alcohols were reacted with four 2-acyl-4,5-dichloropyridazin-3(2H)-ones in the presence of AlCl3 in tetrahydrofuran at room temperature to give the corresponding esters in moderate to excellent yields. Thus, 2-acylpyridazin-3(2H)-ones serve as good and atom-economic acyl sources for the esterification of aromatic alcohols under Friedel-Crafts conditions, representing a rapid, practical, and efficient method of esterification. Georg Thieme Verlag Stuttgart. New York.
Pd/Cu-cocatalyzed aerobic oxidative carbonylative homocoupling of arylboronic acids and CO: A highly selective approach to diaryl ketones
Ren, Long,Jiao, Ning
, p. 2411 - 2414 (2014/10/15)
A highly selective Pd/Cu-cocatalyzed aerobic oxidative carbonylative homocoupling of arylboronic acids has been developed. This method employs a simple catalytic system, readily available boronic acids as the substrates, molecular oxygen as the oxidant, and 1 atm of CO/O2, which makes this method practical for further applications.
Catalyst-free esterification of alcohols using 2-acyl-4,5- dichloropyridazinones under microwave conditions
Kim, Bo Ram,Sung, Gi Hyeon,Lee, Sang-Gyeong,Yoon, Yong Jin
supporting information, p. 3234 - 3237 (2013/04/24)
Efficient and green esterification is of great importance. In this work, we demonstrate the catalyst-free esterification of alcohols by their reaction with 2-acyl-4,5-dichloropyridazin-3(2H)-ones under microwave irradiation. Aliphatic and aromatic alcohols were converted into the corresponding esters in good to excellent yields under microwave irradiation in solvent or solvent-free conditions. It is noteworthy that the reaction is catalyst-free, atom-economic, and rapid and that the process is inexpensive.
Rapid and Ecofriendly Esterification of Alcohols with 2-Acylpyridazinones
Kim, Bo Ram,Sung, Gi Hyeon,Ryu, Ki Eun,Kim, Jeum-Jong,Yoon, Yong-Jin
, p. 3410 - 3414 (2014/01/06)
Atom-economical esterification is of great importance in green chemistry. In this work, we demonstrated the catalyst and additive free esterification of alcohols by their reaction with 2-acyl-4,5-dichloropyridazin-3(2H)- ones without solvent at 100 oC. Aliphatic and aromatic alcohols were converted into the corresponding esters in good to excellent yields. It is noteworthy that the reaction is solvent-free, atom-economic, easy-workup, and rapid and that the process is inexpensive.
