An I2-catalyzed oxidative cyclization for the synthesis of indolizines from aromatic/aliphatic olefins and α-picoline derivatives

RSC Advances ◽  
2015 ◽  
Vol 5 (37) ◽  
pp. 29424-29427 ◽  
Author(s):  
Likui Xiang ◽  
Fuming Zhang ◽  
Baohua Chen ◽  
Xiaobo Pang ◽  
Xiaodong Yang ◽  
...  
Keyword(s):  
Oxidative Cyclization ◽  
Cyclization Reaction ◽  
Metal Free ◽  
Tandem Cyclization

A novel I2-catalyzed intermolecular oxidative tandem cyclization reaction of aromatic/aliphatic olefins and α-picoline derivatives has been achieved for the synthesis of indolizines under metal-free conditions.

Metal-Free Oxidative C(sp3)–N Coupling by HBr and DMSO: A Novel Synthesis of 2,3-Dihydroquinazolin-4(1H)-ones

Synlett ◽  
2018 ◽  
Vol 29 (07) ◽  
pp. 912-917 ◽  
Author(s):  
Parviz Ranjbar ◽  
Narjes Rezaei ◽  
Ehsan Sheikhi
Keyword(s):  
Oxidative Cyclization ◽  
Cyclization Reaction ◽  
Primary Amines ◽  
Isatoic Anhydride ◽  
Reaction Conditions ◽  
Coupling Process ◽  
Benzylic Alcohols ◽  
Metal Free ◽  
Novel Synthesis

A metal-free oxidative C(sp3)–N coupling process has been developed for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones. The reaction between primary amines, isatoic anhydride, and benzylic alcohols in the presence of HBr in DMSO at 80 °C affords 2,3-dihydroquinazolin-4(1H)-ones in excellent yields. Under these reaction conditions, benzylic alcohols react with in situ generated bromodimethylsulfonium bromide to form alkoxysulfonium intermediates. These intermediates undergo an oxidative cyclization reaction with primary amines and isatoic anhydride to produce the title products.

Transition-metal-free oxidative cyclization reaction of enynals to access pyrane-2-one derivatives

2021 ◽  
Author(s):  
Farzaneh Ansari ◽  
Hormoz Khosravi ◽  
Alireza Abbasi Kejani ◽  
Mahsa Armaghan ◽  
Walter Frank ◽  
...  
Keyword(s):  
Transition Metal ◽  
Oxidative Cyclization ◽  
Cyclization Reaction ◽  
Metal Free

K2S2O8 is introduced as an oxygen source and C–H functionalization agent in a novel selective metal-free oxidative cyclization of enynals to synthesize α-pyrone derivatives with a relatively broad substrate scope via the formation of two C–O bonds.

Metal-free visible-light-induced oxidative cyclization reaction of 1,6-enynes and arylsulfinic acids leading to sulfonylated benzofurans

2020 ◽  
Vol 31 (1) ◽  
pp. 67-70 ◽  
Author(s):  
Leilei Wang ◽  
Min Zhang ◽  
Yulong Zhang ◽  
Qishun Liu ◽  
Xiaohui Zhao ◽  
...  
Keyword(s):  
Visible Light ◽  
Oxidative Cyclization ◽  
Cyclization Reaction ◽  
Metal Free

A novel one-pot method for the synthesis of substituted furopyridines: iodine-mediated oxidation of enaminones by tandem metal-free cyclization

2015 ◽  
Vol 51 (13) ◽  
pp. 2573-2576 ◽  
Author(s):  
Rulong Yan ◽  
Xiaoni Li ◽  
Xiaodong Yang ◽  
Xing Kang ◽  
Likui Xiang ◽  
...  
Keyword(s):  
Bond Formation ◽  
Cyclization Reaction ◽  
One Pot ◽  
Metal Free ◽  
Tandem Cyclization ◽  
Mediated Oxidation

A novel iodine-mediated oxidative tandem cyclization reaction of simple enaminones has been developed for the synthesis of substituted furopyridines through C–C/C–N/C–O bond formation in a one-pot procedure.

Metal-free oxidative cyclization of trifluoroacetimidohydrazides with methylhetarenes: a facile access to 3-hetaryl-5-trifluoromethyl-1,2,4-triazoles

2021 ◽  
Author(s):  
Xiao-Feng Wu ◽  
Zhengkai Chen ◽  
Jiajun Zhang ◽  
Tian-Hui Xu
Keyword(s):  
Oxidative Cyclization ◽  
Efficient Synthesis ◽  
Metal Free

A metal-free oxidative cyclization of trifluoroacetimidohydrazides with methylhetarenes for the efficient synthesis of 3-hetaryl-5-trifluoromethyl-1,2,4-triazoles has been developed. Notable features of this protocol include readily accessible starting materials, a broad substrate...

An Efficient Substrate-Induced Method for the Synthesis of CF3-Substituted Cyclopropanes by Metal-Free Reaction of Trifluoromethyl Styrylisoxazoles with Nitromethane

Synthesis ◽  
2020 ◽  
Author(s):  
Feng Li ◽  
Hai Ma ◽  
Qing-he Zhao ◽  
Guang-hao Yu ◽  
Ye-chen Meng ◽  
...  
Keyword(s):  
Functional Groups ◽  
Phase Transfer ◽  
Cyclization Reaction ◽  
Metal Free ◽  
Tert Butyl ◽  
Pharmacological Interest ◽  
Substituted Cyclopropanes

AbstractA series of (trifluoromethyl)cyclopropanes (TFCPs) tolerating a broad range of functional groups, known as tert-butyl bioisosteres, have been obtained from the cyclization reaction between nitromethane­ and 5-[β-(trifluoromethyl)styryl]isoxazoles in 70–94% yields and 75:25 to 90:10 dr. This method offers practical access to this cyclopropyl moiety of pharmacological interest, employing an inorganic base under phase-transfer conditions.

ChemInform Abstract: I2Promoted Domino Oxidative Cyclization for One-Pot Synthesis of 2-Acylbenzothiazoles via Metal-Free sp3C-H Functionalization.

ChemInform ◽  
2012 ◽  
Vol 43 (52) ◽  
pp. no-no
Author(s):  
Yan-Ping Zhu ◽  
Mi Lian ◽  
Feng-Cheng Jia ◽  
Mei-Cai Liu ◽  
Jing-Jing Yuan ◽  
...  
Keyword(s):  
Oxidative Cyclization ◽  
One Pot ◽  
Metal Free ◽  
One Pot Synthesis

Electrochemical Oxidative Cyclization of Alkenes, Boronic Acids, and Dichalcogenides to Access Chalcogenated Boronic Esters and 1,3-Diols

2021 ◽  
Author(s):  
Changfeng Huang ◽  
Jijing Hu ◽  
Guangxian Chen ◽  
Minjian Wu ◽  
Hua Cao ◽  
...  
Keyword(s):  
Boronic Acids ◽  
Oxidative Cyclization ◽  
Environmentally Benign ◽  
Allylic Alcohols ◽  
Efficient Manner ◽  
Metal Free ◽  
Boronic Esters

A sustainable, environmentally benign electrochemical oxidative three-component cyclization of allylic alcohols, boronic acids, and dichalcogenides under metal-free and oxidant-free conditions has been developed, which provides an efficient manner for the...

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