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 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 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.

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

NIS-catalyzed oxidative cyclization of alcohols with amidines: a simple and efficient transition-metal free method for the synthesis of 1,3,5-triazines

2015 ◽  
Vol 13 (45) ◽  
pp. 10973-10976 ◽  
Author(s):  
Abhishek R. Tiwari ◽  
Akash T. ◽  
Bhalchandra M. Bhanage
Keyword(s):  
Transition Metal ◽  
Efficient Method ◽  
Oxidative Cyclization ◽  
Metal Free ◽  
Reaction Works

A simple and efficient method for the synthesis of 1,3,5-triazines by NIS-catalyzed oxidative cyclization of alcohols with amidines has been developed. The reaction works smoothly under transition-metal and phosphine-free conditions.

Transition-metal-free oxidative intermolecular cyclization reaction: synthesis of 2-aryl-4-quinolones

2017 ◽  
Vol 41 (13) ◽  
pp. 5280-5283 ◽  
Author(s):  
Haojie Ma ◽  
Cui Guo ◽  
Zhenzhen Zhan ◽  
Guoqiang Lu ◽  
YiXin Zhang ◽  
...  
Keyword(s):  
Transition Metal ◽  
Bond Formation ◽  
Cyclization Reaction ◽  
Reaction Synthesis ◽  
Metal Free ◽  
Intermolecular Cyclization

Herein, a novel and efficient intermolecular cyclization of 2-aminoacetophenones with aldehydes was developed for the synthesis of 2-aryl-4-quinolones through C–C and C–N bond formation.

Transition-metal free alkylarylation of acrylamides initiated by radical C–C bond cleavage of the tertiary cycloalkanols

RSC Advances ◽  
2016 ◽  
Vol 6 (32) ◽  
pp. 27000-27003 ◽  
Author(s):  
Li-Na Guo ◽  
Zhi-Qiang Deng ◽  
Yong Wu ◽  
Jie Hu
Keyword(s):  
Transition Metal ◽  
Formation Process ◽  
Bond Cleavage ◽  
Radical Cyclization ◽  
Cyclization Reaction ◽  
One Pot ◽  
Metal Free ◽  
Tertiary Cycloalkanols

An efficient Na2S2O8-promoted radical cyclization reaction of acrylamides with the tertiary cycloalkanols has been developed. This one pot procedure involves a tandem C–C bond cleavage and two C–C bonds formation process.

ChemInform Abstract: ortho-Induced Transition-Metal-Free C-Arylation Cyclization Reaction for the Synthesis of Polysubstituted Isocoumarins.

ChemInform ◽  
2012 ◽  
Vol 43 (48) ◽  
pp. no-no
Author(s):  
Lei Liu ◽  
Jie Hu ◽  
Xiang-Chuan Wang ◽  
Mei-Jin Zhong ◽  
Xue-Yuan Liu ◽  
...  
Keyword(s):  
Transition Metal ◽  
Cyclization Reaction ◽  
Metal Free
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