Metal-free oxidative functionalization of C(sp3)–H of ketones and alcohols for the synthesis of isoquinolinonediones

RSC Advances ◽  
2016 ◽  
Vol 6 (68) ◽  
pp. 63325-63330 ◽  
Author(s):  
Su-Li Zhu ◽  
Ping-Xin Zhou ◽  
Xiao-Feng Xia
Keyword(s):  
Alkyl Radical ◽  
Cyclization Reaction ◽  
Oxidative Functionalization ◽  
Metal Free

A metal-free alkyl radical induced addition/cyclization reaction of acrylamide has been developed.

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.

Diverse privileged N-polycyclic skeletons accessed from a metal-free cascade cyclization reaction

2021 ◽  
Vol 19 (37) ◽  
pp. 8086-8095
Author(s):  
Wenzhong Li ◽  
Yu Wang ◽  
Huijing Qi ◽  
Ran Shi ◽  
Jiazhu Li ◽  
...  
Keyword(s):  
Membered Ring ◽  
Cyclization Reaction ◽  
One Pot ◽  
Metal Free ◽  
Cascade Cyclization ◽  
One Pot Synthesis ◽  
Ring Compounds

Metal-free cascade cyclization of 2-acylbenzoic acids with amines provided a one-pot synthesis of diverse isoindoloisoquinoline and benzoindolizinoindole derivatives, which were subsequently used to produce nitrogen-containing nine-membered ring compounds.

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.

1,2-Arylalkylation of N-(arylsulfonyl)acrylamides using aliphatic aldehydes as the alkyl source

2017 ◽  
Vol 15 (26) ◽  
pp. 5476-5479 ◽  
Author(s):  
Jin-Tao Yu ◽  
Rongzhen Chen ◽  
Jiawei Zhu ◽  
Jiang Cheng
Keyword(s):  
Alkyl Radical ◽  
Aliphatic Aldehydes ◽  
Metal Free

A metal-free decarbonylative arylalkylation of N-(arylsulfonyl)acrylamides using aliphatic aldehydes as the alkyl radical source was developed.

Transition-metal-free C–C bond cleavage and formation: efficient synthesis of 2,3-diarylimidazo[1,2-α]pyridines from 2-aminopyridines and alkynoates

RSC Advances ◽  
2016 ◽  
Vol 6 (89) ◽  
pp. 86464-86467 ◽  
Author(s):  
Zhengwang Chen ◽  
Yuelu Wen ◽  
Guotian Luo ◽  
Min Ye ◽  
Qinghao Wang
Keyword(s):  
Transition Metal ◽  
Bond Cleavage ◽  
Cyclization Reaction ◽  
Efficient Synthesis ◽  
Metal Free ◽  
Highly Efficient

A highly efficient transition-metal-free cyclization reaction for the synthesis of 2,3-diarylimidazo[1,2-α]pyridines is described.

Microwave-assisted synthesis of hydroxyl-containing isoquinolines by metal-free radical cyclization of vinyl isocyanides with alcohols

2017 ◽  
Vol 15 (47) ◽  
pp. 10044-10052 ◽  
Author(s):  
Dengqi Xue ◽  
Hao Chen ◽  
Yulong Xu ◽  
Haihua Yu ◽  
Linqian Yu ◽  
...  
Keyword(s):  
Free Radical ◽  
Radical Cyclization ◽  
Cyclization Reaction ◽  
Microwave Assisted Synthesis ◽  
Metal Free ◽  
Microwave Assisted

A convenient microwave-assisted protocol for the synthesis of hydroxyl-containing isoquinolines from a metal-free radical cyclization reaction of vinyl isonitriles with alcohols was developed with moderate-to-excellent yields.

scholarly journals Transition-Metal-Free [3+2] Dehydration Cycloaddition of Donor-Acceptor Cyclopropanes With 2-Naphthols

2021 ◽  
Vol 9 ◽  
Author(s):  
Hua Zhao ◽  
Peng Shen ◽  
Dongru Sun ◽  
Hongbin Zhai ◽  
Yufen Zhao
Keyword(s):  
Transition Metal ◽  
Ring Opening ◽  
Metal Catalysts ◽  
Transition Metal Catalysts ◽  
Cyclization Reaction ◽  
Metal Free ◽  
Efficient Access ◽  
Donor Acceptor ◽  
Acid Catalyzed ◽  
Synthetic Application

A Brønsted acid-catalyzed domino ring-opening cyclization transformation of donor-acceptor (D-A) cyclopropanes and 2-naphthols has been developed. This formal [3+2] cyclization reaction provided novel and efficient access to the naphthalene-fused cyclopentanes in the absence of any transition-metal catalysts or additives. This robust procedure was completed smoothly on a gram-scale to afford the corresponding product with comparable efficiency. Furthermore, the synthetic application of the prepared product has been demonstrated by its transformation into a variety of synthetically useful molecules.

scholarly journals Recent Advances in Cyclization Reaction of Alkynes under Transition Metal-Free Conditions

2020 ◽  
Vol 40 (6) ◽  
pp. 1529
Author(s):  
Lei Zhang ◽  
Sitian Yuan ◽  
Peng Wang ◽  
Jinbiao Liu
Keyword(s):  
Transition Metal ◽  
Cyclization Reaction ◽  
Metal Free ◽  
Recent Advances
Sign in / Sign up

Export Citation Format

Share Document