Metal-free, radical 1,6-conjugated addition of cyclic ethers with para-quinone methides (p-QMs)

2019 ◽  
Vol 17 (12) ◽  
pp. 3239-3248 ◽  
Author(s):  
Satish G. More ◽  
Gurunath Suryavanshi
Keyword(s):  
Free Radical ◽  
Efficient Method ◽  
Bond Formation ◽  
Cyclic Ethers ◽  
Quinone Methides ◽  
Metal Free

An efficient method for metal-free C–C bond formation between p-quinone methides (p-QMs) and cyclic ethers via a radical pathway to afford substituted diarylmethanes and triarylmethanes or to effect the α-alkylation of the cyclic ethers has been developed.

Transition-metal-free oxidative carboazidation of acrylamides via cascade C–N and C–C bond-forming reactions

2014 ◽  
Vol 12 (25) ◽  
pp. 4329-4334 ◽  
Author(s):  
Jun Qiu ◽  
Ronghua Zhang
Keyword(s):  
Free Radical ◽  
Transition Metal ◽  
Efficient Method ◽  
Bond Formation ◽  
Cascade Process ◽  
Metal Free ◽  
Bond Forming ◽  
Bond Forming Reactions ◽  
Radical Cascade ◽  
Novel Strategy

A novel transition-metal-free oxidative carboazidation of acrylamides using inexpensive NaN3 and K2S2O8 was achieved, which not only provided an efficient method to prepare various N3-substituted oxindoles, but also represented a novel strategy for C–N and C–C bond formation via a free-radical cascade process.

Facile synthesis of benzo[b]thiophenes via metal-free radical-triggered intramolecular C–S bond formation

2017 ◽  
Vol 15 (31) ◽  
pp. 6493-6499 ◽  
Author(s):  
Wei Fan ◽  
Kwong-Yuen Chen ◽  
Qi-Peng Chen ◽  
Guigen Li ◽  
Bo Jiang
Keyword(s):  
Free Radical ◽  
Bond Formation ◽  
Facile Synthesis ◽  
Metal Free

A facile method for the synthesis of benzo[b]thiophenes with good to excellent yields via metal-free intramolecular C–S bond formation has been developed by utilizing I2 as a catalyst and O2 from air as an oxidant (20 examples).

Molecular iodine-catalysed amidation reaction of secondary benzylic and allylic alcohols with carboxamides or sulfonamides

2009 ◽  
Vol 2009 (10) ◽  
pp. 638-641 ◽  
Author(s):  
Xufeng Lin ◽  
Jun Wang ◽  
Fangxi Xu ◽  
Yanguang Wang
Keyword(s):  
Reaction Time ◽  
Efficient Method ◽  
Bond Formation ◽  
Molecular Iodine ◽  
Allylic Alcohols ◽  
Reaction Conditions ◽  
Short Reaction Time ◽  
Metal Free ◽  
Amidation Reaction ◽  
Operational Simplicity

A highly efficient method for the C–N bond formation via 2 mol% of molecular iodine-catalysed amidation reaction of benzylic and allylic alcohols with carboxamides or sulfonamides in MeCN is described, giving the corresponding substituted amides and allylic amides in moderate to excellent yields. The significan features of the procedure include mild and metal-free reaction conditions, operational simplicity, inexpensive reagents, short reaction time, and good yields.

Metal-free cascade construction of C–C bonds by activation of inert C(sp3)–H bonds

2015 ◽  
Vol 51 (7) ◽  
pp. 1320-1322 ◽  
Author(s):  
Honglin Zhang ◽  
Changduo Pan ◽  
Ning Jin ◽  
Zhangxi Gu ◽  
Hongwen Hu ◽  
...  
Keyword(s):  
Free Radical ◽  
Bond Formation ◽  
Radical Process ◽  
Metal Free ◽  
Catalytic Activation ◽  
Free Radical Process

Metal-free catalytic activation of inert C(sp3)–H/elimination of SO2/C–C bond formation via a free radical process were achieved in sequence.

scholarly journals Concise synthesis of N-thiomethyl benzoimidazoles through base-promoted sequential multicomponent assembly

RSC Advances ◽  
2019 ◽  
Vol 9 (52) ◽  
pp. 30570-30574 ◽  
Author(s):  
Jingxin Tian ◽  
Shanshan Yuan ◽  
Fuhong Xiao ◽  
Huawen Huang ◽  
Guo-Jun Deng
Keyword(s):  
Efficient Method ◽  
Bond Formation ◽  
Metal Free

An efficient method for the synthesis of N-thiomethyl benzimidazoles from o-phenylenediamines, thiophenols, and aldehydes via C–N/C–S bond formation under metal-free conditions is described.

An efficient method for the preparation of tert-butyl esters from benzyl cyanide and tert-butyl hydroperoxide under the metal free condition

RSC Advances ◽  
2016 ◽  
Vol 6 (104) ◽  
pp. 102023-102027 ◽  
Author(s):  
Xiuling Chen ◽  
Yan Li ◽  
Minghu Wu ◽  
Haibing Guo ◽  
Longqiang Jiang ◽  
...  
Keyword(s):  
Efficient Method ◽  
Bond Cleavage ◽  
Bond Formation ◽  
One Pot ◽  
Free Condition ◽  
Butyl Hydroperoxide ◽  
Metal Free ◽  
Tert Butyl ◽  
Butyl Esters ◽  
Tert Butyl Hydroperoxide

A novel protocol to synthesize tert-butyl esters from benzyl cyanides and tert-butyl hydroperoxide has been successfully achieved. Csp3–H bond oxidation, C–CN bond cleavage and C–O bond formation proceeded smoothly in one pot under the metal-free condition.

Direct functionalization of cyclic ethers with maleimide iodides via free radial-mediated sp3 C–H activation

2021 ◽  
Author(s):  
Xiaoyu Cheng ◽  
Baojun Li ◽  
Mengsi Zhang ◽  
Haotian Lu ◽  
Wenbo Wang ◽  
...  
Keyword(s):  
Free Radical ◽  
Bond Formation ◽  
Cyclic Ethers ◽  
Reaction Conditions ◽  
Formation Reaction ◽  
Direct Functionalization

A new C–C bond formation reaction was developed through free radical-initiated direct C–H activation of cyclic ethers with maleimide iodides under mild reaction conditions.

Metal free highly efficient C–N bond formation through 1,6-addition: synthesis and photophysical studies of diaryl methyl amino acid esters (DMAAEs)

2020 ◽  
Vol 44 (35) ◽  
pp. 14859-14864
Author(s):  
Deblina Roy ◽  
Abhineet Verma ◽  
Arpita Banerjee ◽  
Satyen Saha ◽  
Gautam Panda
Keyword(s):  
Amino Acid ◽  
Transition Metal ◽  
Bond Formation ◽  
Amino Acid Esters ◽  
Quinone Methides ◽  
One Pot ◽  
Metal Free ◽  
Photophysical Studies ◽  
The One ◽  
Acid Esters

A transition-metal free, proficient strategy for the one-pot synthesis of diverse diaryl methyl amino acid esters (DMAAEs) has been established from the easily accessible chiral amino acid esters and para-quinone methides (QMs) in very good to excellent yields.

Deaminative carbonylative thioesterification of activated alkylamines with thiophenols under transition-metal-free conditions

2021 ◽  
Author(s):  
Fengqian Zhao ◽  
Xiao-Feng Wu
Keyword(s):  
Free Radical ◽  
Transition Metal ◽  
Metal Free

A transition-metal-free radical carbonylation of activated alkylamines with thiophenols has been successfully developed. Various thioesters were selectively produced with moderate to good yields.

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