Mn-catalyzed radical initiated domino transformation of alkynylated cyclohexadienones with TMSN3 and O2 to bicyclic azido alcohols

2020 ◽  
Vol 56 (23) ◽  
pp. 3453-3456 ◽  
Author(s):  
Pranesh Pal ◽  
Prathama S. Mainkar ◽  
Kiranmai Nayani ◽  
Srivari Chandrasekhar
Keyword(s):  
Radical Addition ◽  
Insertion Reaction ◽  
Mild Conditions ◽  
Oxygen Insertion

An efficient cascade radical addition/cyclization/oxygen insertion reaction of alkyne-tethered cyclohexadienones with TMSN3 was carried out under mild conditions to generate bicyclic azido alcohol scaffolds.

Radical Addition of Hydroxy Quinazolines and Alkylation of Quinones via the Electro-induced Homolysis of 4-Alkyl-1,4-dihydropyridines

Synthesis ◽  
2022 ◽  
Author(s):  
Xiaosheng Luo ◽  
Qiping Feng ◽  
Ping Wang
Keyword(s):  
Radical Addition ◽  
Alkyl Radicals ◽  
Mild Conditions

Herein, we report the formation of C(sp3)-centered radicals via the electro-induced homolysis of 4-alkyl-1,4-dihydropyridines (alkyl-DHPs). The resulting alkyl radicals reacted with hydroxy quinazolines or quinones to afford 2-alkyl dihydroquinazolinones or alkylated quinones. A broad range of alkyl DHPs could be used as versatile radical precursors under electrolysis conditions. This alterative strategy provided a simple and effective pathway for the construction of C(sp2)–C(sp3) and C(sp3)–C(sp3) bonds under mild conditions.

Synthesis of Isoquinoline-1,3(2H,4H)-diones by Visible-light-mediated the Cyclization of Acryloylbenzamides with Alkyl Boronic Acids, Arylsulfonylhydrazides and Oxime Esters

Synthesis ◽  
2022 ◽  
Author(s):  
Jiahui Fu ◽  
Xingxing Cai ◽  
Yihuo Liu ◽  
Jing-Hua Li ◽  
Dongping Cheng ◽  
...  
Keyword(s):  
Visible Light ◽  
Bioactive Compounds ◽  
Boronic Acids ◽  
Radical Addition ◽  
Tandem Reaction ◽  
Good Opportunity ◽  
Mild Conditions ◽  
Reaction Proceeds

An efficient visible-light-mediated tandem reaction of acryloylbenzamides with alkyl boronic acids, arylsulfonylhydrazides and oxime esters is developed. The reaction proceeds the radical addition and cyclization to give various isoquinoline-1,3(2H,4H)-diones in satisfactory yields under mild conditions, which provides a good opportunity to discover new meaningful bioactive compounds.

Halogen-Radical-Promoted Dearomative Aza-Spirocyclization of Alkynylimines: An Efficient Approach to 3-Halo-Spirocyclohexadienones

Synthesis ◽  
2019 ◽  
Vol 52 (04) ◽  
pp. 609-618 ◽  
Author(s):  
Dianpeng Chen ◽  
Jianming Li ◽  
Yingying Shan ◽  
Peiying Cui ◽  
Yutong Zhao ◽  
...  
Keyword(s):  
Radical Addition ◽  
Efficient Approach ◽  
Mild Conditions ◽  
Halogen Radical

A novel halogen-radical-promoted dearomative aza-spiro­cyclization of alkynylimines for the synthesis of 3-halo-spirocyclohexadienones is described. In this process, it is believed that a radical addition, 5-exo-trig cyclization, and dearomative aza-spirocyclization are involved. Easily available starting materials, mild conditions, and a wide substrate scope make this approach potentially useful.

Catalyst-free, visible-light-promoted S–H insertion reaction between thiols and α-diazoesters

2020 ◽  
Vol 18 (46) ◽  
pp. 9494-9498
Author(s):  
Jingya Yang ◽  
Ganggang Wang ◽  
Shuwen Chen ◽  
Ben Ma ◽  
Hongyan Zhou ◽  
...  
Keyword(s):  
Visible Light ◽  
Insertion Reaction ◽  
Mild Conditions ◽  
Catalyst Free

A catalyst- and additive-free, visible-light-promoted S–H insertion reaction between thiols and α-diazoesters has been developed under mild conditions.

scholarly journals Multicomponent versus domino reactions: One-pot free-radical synthesis of β-amino-ethers and β-amino-alcohols

2015 ◽  
Vol 11 ◽  
pp. 66-73 ◽  
Author(s):  
Bianca Rossi ◽  
Nadia Pastori ◽  
Simona Prosperini ◽  
Carlo Punta
Keyword(s):  
Free Radical ◽  
Cyclic Ether ◽  
Radical Addition ◽  
Domino Reaction ◽  
Alcohol Molecule ◽  
Secondary Products ◽  
Reaction Conditions ◽  
One Pot ◽  
Mild Conditions

Following an optimized multicomponent procedure, an aryl amine, a ketone, and a cyclic ether or an alcohol molecule are assembled in a one-pot synthesis by nucleophilic radical addition of ketyl radicals to ketimines generated in situ. The reaction occurs under mild conditions by mediation of the TiCl4/Zn/t-BuOOH system, leading to the formation of quaternary β-amino-ethers and -alcohols. The new reaction conditions guarantee good selectivity by preventing the formation of secondary products. The secondary products are possibly derived from a competitive domino reaction, which involves further oxidation of the ketyl radicals.

Oxygen insertion into boroles as a route to 1,2-oxaborines

2016 ◽  
Vol 52 (40) ◽  
pp. 6658-6661 ◽  
Author(s):  
Sam Yruegas ◽  
Dayna C. Patterson ◽  
Caleb D. Martin
Keyword(s):  
Insertion Reaction ◽  
Oxygen Insertion

The synthesis of 1,2-oxaborines is accomplishedviathe reaction of pentaarylboroles withN-methylmorpholine-N-oxideviaa 1,1-insertion reaction.

Thermally induced N–S bond insertion reaction of diazo compounds with N-sulfenylsuccinimides: synthesis of sulfides and mechanism studies

2018 ◽  
Vol 16 (1) ◽  
pp. 70-76 ◽  
Author(s):  
Xiaolu Zhang ◽  
Yang Zheng ◽  
Lihua Qiu ◽  
Xinfang Xu
Keyword(s):  
Diazo Compounds ◽  
Insertion Reaction ◽  
Thermally Induced ◽  
Metal Free ◽  
Mild Conditions ◽  
Insertion Process ◽  
Functionalization Reaction

A metal-free gem-functionalization reaction of diazo compounds via a formal N–S bond insertion process under mild conditions is presented.

Discovery and Mechanistic Study of a Totally Organic C(aryl)–C(alkyl)Oxygen Insertion Reaction

2019 ◽  
Vol 84 (21) ◽  
pp. 14349-14353 ◽  
Author(s):  
Muhammad Kazim ◽  
Hayden Foy ◽  
Maxime A. Siegler ◽  
Travis Dudding ◽  
Thomas Lectka
Keyword(s):  
Insertion Reaction ◽  
Mechanistic Study ◽  
Organic C ◽  
Oxygen Insertion
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