ChemInform Abstract: Transition-Metal-Free Oxychlorination of Alkenyl Oximes: In situ Generated Radicals with tert-Butyl Nitrite.

ChemInform ◽  
2016 ◽  
Vol 47 (50) ◽  
Author(s):  
Xiao-Wei Zhang ◽  
Zu-Feng Xiao ◽  
Mei-Mei Wang ◽  
Yan-Jun Zhuang ◽  
Yan-Biao Kang
Keyword(s):  
Transition Metal ◽  
Metal Free ◽  
Tert Butyl

Transition-metal-free oxychlorination of alkenyl oximes: in situ generated radicals with tert-butyl nitrite

2016 ◽  
Vol 14 (30) ◽  
pp. 7275-7281 ◽  
Author(s):  
Xiao-Wei Zhang ◽  
Zu-Feng Xiao ◽  
Mei-Mei Wang ◽  
Yan-Jun Zhuang ◽  
Yan-Biao Kang
Keyword(s):  
Free Radical ◽  
Transition Metal ◽  
Metal Free ◽  
Tert Butyl ◽  
Highly Efficient

Highly efficient transition-metal-free radical oxychlorination of alkenyl oximes with t-BuONO has been developed.

Insertion Reaction of 2-Halo-N-allylanilines with K2S Involving Trisulfur Radical Anion: Synthesis of Benzothiazole Derivatives under Transition-Metal-Free Conditions

Synthesis ◽  
2020 ◽  
Author(s):  
Yan-Wei Zhao ◽  
Shun-Yi Wang ◽  
Xin-Yu Liu ◽  
Tian Jiang ◽  
Weidong Rao
Keyword(s):  
Transition Metal ◽  
Radical Anion ◽  
Radical Cyclization ◽  
Transition Metal Catalysis ◽  
Insertion Reaction ◽  
Metal Catalysis ◽  
Metal Free ◽  
Benzothiazole Derivatives

AbstractA synthesis of benzothiazole derivatives through the reaction of 2-halo-N-allylanilines with K2S in DMF is developed. The trisulfur radical anion S3·–, which is generated in situ from K2S in DMF, initiates the reaction without transition-metal catalysis or other additives. In addition, two C–S bonds are formed and heteroaromatization of benzothiazole is triggered by radical cyclization and H-shift.

Transition-Metal-Free Cascade Approach toward 2-Alkoxy/2-Sulfenylpyridines and Dihydrofuro[2,3-b]pyridines by Trapping In Situ Generated 1,4-Oxazepine

2017 ◽  
Vol 82 (18) ◽  
pp. 9515-9524 ◽  
Author(s):  
Guolin Cheng ◽  
Lulu Xue ◽  
Yunxiang Weng ◽  
Xiuling Cui
Keyword(s):  
Transition Metal ◽  
Metal Free

scholarly journals Chemoselective and metal-free reduction of α,β-unsaturated ketones by in situ produced benzeneselenol from O-(tert-butyl) Se-phenyl selenocarbonate

RSC Advances ◽  
2020 ◽  
Vol 10 (56) ◽  
pp. 33706-33717
Author(s):  
Andrea Temperini ◽  
Marco Ballarotto ◽  
Carlo Siciliano
Keyword(s):  
Double Bond ◽  
Hydrochloric Acid ◽  
Unsaturated Ketones ◽  
Metal Free ◽  
Tert Butyl ◽  
Carbon Double Bond

The carbon–carbon double bond of arylidene acetones and chalcones can be selectively reduced with benzeneselenol generated in situ by reacting O-(tert-butyl) Se-phenyl selenocarbonate with hydrochloric acid in ethanol.

Recent Developments in Transition-Metal-Free Functionalization and Derivatization Reactions of Pyridines

Synlett ◽  
2020 ◽  
Author(s):  
Lei Jiao ◽  
Fei-Yu Zhou
Keyword(s):  
Transition Metal ◽  
Structural Motif ◽  
Metal Exchange ◽  
Coupling Reactions ◽  
Phosphonium Salts ◽  
Metal Free ◽  
Radical Coupling ◽  
In Situ Activation ◽  
Recent Developments

AbstractPyridine is an important structural motif that is prevalent in natural products, drugs, and materials. Methods that functionalize and derivatize pyridines have gained significant attention. Recently, a large number of transition-metal-free reactions have been developed. In this review, we provide a brief summary of recent advances in transition-metal-free functionalization and derivatization reactions of pyridines, categorized according to their reaction modes.1 Introduction2 Metalated Pyridines as Nucleophiles2.1 Deprotonation2.2 Halogen–Metal exchange3 Activated Pyridines as Electrophiles3.1 Asymmetric 2-Allylation by Chiral Phosphite Catalysis3.2 Activation of Pyridines by a Bifunctional Activating Group3.3 Alkylation of Pyridines by 1,2-Migration3.4 Alkylation of Pyridines by [3+2] Addition3.5 Pyridine Derivatization by Catalytic In Situ Activation Strategies3.6 Reactions via Heterocyclic Phosphonium Salts4 Radical Reactions for Pyridine Functionalization4.1 Pyridine Functionalization through Radical Addition Reactions4.2 Pyridine Functionalization through Radical–Radical Coupling Reactions5 Derivatization of Pyridines through the Formation of Meisenheimer-Type Pyridyl Anions6 Conclusion

Chemoselective addition of in situ prepared lithium alkynyl borates to aldehydes: a practical and transition metal free approach toward the synthesis of propargylic alcohols

2010 ◽  
Vol 51 (10) ◽  
pp. 1386-1389 ◽  
Author(s):  
Irene Notar Francesco ◽  
Antoine Renier ◽  
Alain Wagner ◽  
Françoise Colobert
Keyword(s):  
Transition Metal ◽  
Propargylic Alcohols ◽  
Metal Free

ChemInform Abstract: In situ Generation of PhI+CF3and Transition-Metal-Free Oxidative sp2C-H Trifluoromethylation.

ChemInform ◽  
2013 ◽  
Vol 44 (48) ◽  
pp. no-no
Author(s):  
Cong Xu ◽  
Jingxin Liu ◽  
Wenbo Ming ◽  
Yingjie Liu ◽  
Jun Liu ◽  
...  
Keyword(s):  
Transition Metal ◽  
Metal Free ◽  
In Situ Generation

scholarly journals α-Acetoxyarone synthesis via iodine-catalyzed and tert-butyl hydroperoxide-mediateded self-intermolecular oxidative coupling of aryl ketones

2017 ◽  
Vol 13 ◽  
pp. 1079-1084 ◽  
Author(s):  
Liquan Tan ◽  
Cui Chen ◽  
Weibing Liu
Keyword(s):  
Oxidative Coupling ◽  
Optimum Conditions ◽  
Butyl Hydroperoxide ◽  
Metal Free ◽  
Tert Butyl ◽  
Radical Intermediates ◽  
Tert Butyl Hydroperoxide ◽  
Aryl Ketones

We present a metal-free method for α-acetoxyarone synthesis by self-intermolecular oxidative coupling of aryl ketones using I2−tert-butyl hydroperoxide (TBHP). Under the optimum conditions, various aryl ketones gave the corresponding products in moderate to excellent yields. A series of control experiments were performed; the results suggest the involvement of radical pathways. Multiple radical intermediates were generated in situ and the overall process involved several different reactions, which proceeded self-sequentially in a single reactor. A labeling experiment using 18O-labeled H2O confirmed that the oxygen in the product was derived from TBHP, not from H2O in the TBHP solvent.

nBu4NOTf-promoted radical self-hydrogen transferring isomerization under transition metal-free conditions

2018 ◽  
Vol 5 (7) ◽  
pp. 1213-1216 ◽  
Author(s):  
Hong-Xing Zheng ◽  
Chuan-Zhi Yao ◽  
Jian-Ping Qu ◽  
Yan-Biao Kang
Keyword(s):  
Transition Metal ◽  
Metal Free

We report the first allylic isomerization of alcohols catalyzed by nBu4NOTf generated in situ from tetrabutylammonium triflate and potassium tert-butoxide.

Sign in / Sign up

Export Citation Format

Share Document