scholarly journals Transition-metal free C–C bond cleavage/borylation of cycloketone oxime esters

2019 ◽  
Vol 10 (1) ◽  
pp. 161-166 ◽  
Author(s):  
Jin-Jiang Zhang ◽  
Xin-Hua Duan ◽  
Yong Wu ◽  
Jun-Cheng Yang ◽  
Li-Na Guo
Keyword(s):  
Transition Metal ◽  
Electron Donor ◽  
Bond Cleavage ◽  
Lewis Base ◽  
Metal Free ◽  
Boron Source ◽  
Donor Source

An efficient transition-metal free C–C bond cleavage/borylation of cycloketone oxime esters has been described. In this reaction, the B2(OH)4 reagent not only served as the boron source but also acted as an electron donor source through formation of a complex with a DMAc-like Lewis base.

scholarly journals Selective C-N σ Bond Cleavage in Azetidinyl Amides under Transition Metal-Free Conditions

Molecules ◽  
2019 ◽  
Vol 24 (3) ◽  
pp. 459 ◽  
Author(s):  
Hengzhao Li ◽  
Zemin Lai ◽  
Adila Adijiang ◽  
Hongye Zhao ◽  
Jie An
Keyword(s):  
Electron Transfer ◽  
Transition Metal ◽  
Transfer Reaction ◽  
Bond Cleavage ◽  
Electron Transfer Reaction ◽  
Amide Bond ◽  
Single Electron Transfer ◽  
Reaction Conditions ◽  
Metal Free ◽  
Single Electron Transfer Reaction

Functionalization of amide bond via the cleavage of a non-carbonyl, C-N σ bond remains under-investigated. In this work, a transition-metal-free single-electron transfer reaction has been developed for the C-N σ bond cleavage of N-acylazetidines using the electride derived from sodium dispersions and 15-crown-5. Of note, less strained cyclic amides and acyclic amides are stable under the reaction conditions, which features the excellent chemoselectivity of the reaction. This method is amenable to a range of unhindered and sterically encumbered azetidinyl amides.

scholarly journals Na2CO3-promoted thioesterification via N–C bond cleavage of amides to construct thioester derivatives

2019 ◽  
Vol 43 (11-12) ◽  
pp. 486-492
Author(s):  
Jiasi Tao ◽  
Weijie Yu ◽  
Jin Luo ◽  
Tao Wang ◽  
Wanling Ge ◽  
...  
Keyword(s):  
Transition Metal ◽  
Bond Cleavage ◽  
Metal Free

A mild, efficient, and transition-metal-free catalytic strategy is developed to construct thioesters via selective N–C bond cleavage of Boc2-activated primary amides. This strategy is successfully carried out with stoichiometric Na2CO3 as the base and provides the corresponding products in moderate to excellent yields.

scholarly journals A study of diketopiperazines as electron-donor initiators in transition metal-free haloarene–arene coupling

2017 ◽  
Vol 15 (15) ◽  
pp. 3324-3336 ◽  
Author(s):  
Florimond Cumine ◽  
Shengze Zhou ◽  
Tell Tuttle ◽  
John A. Murphy
Keyword(s):  
Transition Metal ◽  
Electron Donor ◽  
Metal Free

The electron-donating ability of enolates of N,N′-disubstituted diketopiperazines is strongly influenced by the nature of the substituents.

Catalytic conversion of ketones to esters via C(O)–C bond cleavage under transition-metal free conditions

2020 ◽  
Vol 56 (58) ◽  
pp. 8143-8146
Author(s):  
Murugan Subaramanian ◽  
Palmurukan M. Ramar ◽  
Jagannath Rana ◽  
Virendra Kumar Gupta ◽  
Ekambaram Balaraman
Keyword(s):  
Transition Metal ◽  
Bond Cleavage ◽  
Catalytic Conversion ◽  
Metal Free

The catalytic conversion of ketones to esters via C(O)–C bond cleavage under transition-metal free conditions is reported.

First synthesis of chloroformylphosphane complexes

2012 ◽  
Vol 85 (4) ◽  
pp. 829-834 ◽  
Author(s):  
Vitaly Nesterov ◽  
Tobias Heurich ◽  
Rainer Streubel
Keyword(s):  
Transition Metal ◽  
Bond Cleavage ◽  
Metal Free ◽  
Organophosphorus Chemistry

An approach to novel P-functional chloroformylphosphane complexes is described using the synthetic potential of lithium/halogeno phosphinidenoid tungsten(0) complexes. Similarly to transition-metal-free chloroformylphosphanes, the obtained complexes tend to eliminate CO via P–C bond cleavage to give the corresponding P-chlorophosphane complex derivatives. Nevertheless, this method allowed the isolation of the first complex derivatives, which will open new synthetic perspectives in organophosphorus chemistry.

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.

Transition‐Metal‐Free [4+1] Cycloaddition for the Synthesis of 1,2,3‐Triazole from α,α‐Difluoro‐ N ‐Tosylhydrazone and Amine through C‐F Bond Cleavage

2018 ◽  
Vol 8 (5) ◽  
pp. 646-649
Author(s):  
Qi Zhou ◽  
Zihao Fu ◽  
Lefei Yu ◽  
Jianbo Wang
Keyword(s):  
Transition Metal ◽  
Bond Cleavage ◽  
Metal Free

Transition-metal-free multinitrogenation of amides by C–C bond cleavage: a new approach to tetrazoles

2018 ◽  
Vol 54 (79) ◽  
pp. 11148-11151 ◽  
Author(s):  
Lian-Hua Li ◽  
Zhi-Jie Niu ◽  
Ying-Xiu Li ◽  
Yong-Min Liang
Keyword(s):  
Transition Metal ◽  
Bond Cleavage ◽  
Regioselective Synthesis ◽  
One Pot ◽  
New Approach ◽  
Metal Free

A metal-free brand-new one-pot multinitrogenation of amides for the chemo-, regioselective synthesis of 1,5-disubstituted tetrazoles has been developed.

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