Synthesis of amides through an oxidative amidation of tetrazoles with aldehydes under transition-metal-free conditions

RSC Advances ◽  
2014 ◽  
Vol 4 (97) ◽  
pp. 54539-54546 ◽  
Author(s):  
Juan Du ◽  
Kai Luo ◽  
Xiuli Zhang
Keyword(s):  
Transition Metal ◽  
Efficient Synthesis ◽  
Metal Free ◽  
Oxidative Amidation

An inexpensive and efficient synthesis of amides was developed via directly oxidative amidation of tetrazoles with aldehydes under transition-metal-free conditions.

Transition-Metal-Free, Intermolecular Azidoheteroarylation of Alkenes: Efficient Access to β-Azidoalkylated Quinoxalinones and Preliminary Antifungal Evaluation Against Magnaporthe grisea

Synthesis ◽  
2020 ◽  
Vol 52 (16) ◽  
pp. 2395-2409
Author(s):  
Weiwei Qin ◽  
Zhaodong Li ◽  
Yiming Du ◽  
Yue Chen ◽  
Yun-Lin Liu
Keyword(s):  
Transition Metal ◽  
Magnaporthe Grisea ◽  
Single Step ◽  
Domino Reaction ◽  
Efficient Synthesis ◽  
Metal Free ◽  
Efficient Access ◽  
First Time ◽  
Antibacterial Evaluation ◽  
Addition Pathway

An efficient, PhI(OAc)2-mediated, radical azidoheteroarylation of alkenes under transition-metal-free conditions is reported by employing TMSN3 and quinoxalin-2(1H)-ones as coupling partners. This domino reaction allows an efficient synthesis of valuable orangoazides containing quinoxalin-2(1H)-one derivatives and could be extended to phosphinyl-alkylated quinoxalin-2(1H)-one in a single step in moderate to excellent yields under mild conditions, as demonstrated by the preliminary antibacterial evaluation against Magnaporthe grisea for the first time. Mechanistic studies revealed that this transformation undergoes a cascade addition pathway controlled by a polar radical.

Synthesis of Imidazo[1,5-a]quinolines via Metal-Free Oxidative Amination of sp3 C–H Bonds

Synthesis ◽  
2018 ◽  
Vol 50 (14) ◽  
pp. 2761-2767 ◽  
Author(s):  
Chen Ma ◽  
Huanhuan Liu ◽  
Xinfeng Wang
Keyword(s):  
Amino Acids ◽  
Transition Metal ◽  
Intramolecular Cyclization ◽  
Efficient Synthesis ◽  
Oxidative Amination ◽  
Metal Free ◽  
Oxidation System

A novel oxidative amination of sp3 C–H bonds was developed for the efficient synthesis of imidazo[1,5-a]quinolines from readily available α-amino acids and (2-azaaryl)methanes. This domino protocol, which was established in a TBAI-TBHP oxidation system, includes transition-metal-free decarboxylation and intramolecular cyclization. This method represented a new avenue for the synthesis of N-heterocycles using 2-methylquinolines as the synthon of quinoline-2-carbaldehydes.

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 C3-amidation of quinoxalin-2(1H)-ones using Selectfluor as a mild oxidant

2019 ◽  
Vol 17 (48) ◽  
pp. 10178-10187 ◽  
Author(s):  
Jin-Wei Yuan ◽  
Jun-Liang Zhu ◽  
Bing Li ◽  
Liang-Yu Yang ◽  
Pu Mao ◽  
...  
Keyword(s):  
Transition Metal ◽  
Metal Free ◽  
Oxidative Amidation

An efficient and convenient protocol for the synthesis of 3-amidated quinoxalin-2(1H)-ones was developed via transition-metal free direct oxidative amidation of quinoxalin-2(1H)-ones with amidates using Selectfluor reagent as a mild oxidant.

Synthesis of di(hetero)aryl sulfides by defluorinative sulfenylation of polyfluoroalkyl ketones with sodium sulfinates or arylsulfonyl chlorides

2020 ◽  
Vol 56 (61) ◽  
pp. 8699-8702
Author(s):  
Xue-Qiang Chu ◽  
Ting Xie ◽  
Ya-Wen Wang ◽  
Xiang-Rui Li ◽  
Weidong Rao ◽  
...  
Keyword(s):  
Transition Metal ◽  
Cascade Reactions ◽  
Efficient Synthesis ◽  
Metal Free ◽  
Aryl Sulfides ◽  
Aryl Sulfide

Cascade reactions of α-perfluoroalkyl ketones with sodium sulfinates or arylsulfonyl chlorides that allowed the efficient synthesis of fluoroalkylated di(hetero)aryl sulfide derivatives under transition metal-free conditions were developed.

Application of α-amino acids for the transition-metal-free synthesis of pyrrolo[1,2-a]quinoxalines

2017 ◽  
Vol 15 (34) ◽  
pp. 7157-7164 ◽  
Author(s):  
Huanhuan Liu ◽  
Feiyu Zhou ◽  
Wen Luo ◽  
Yuxin Chen ◽  
Chenyang Zhang ◽  
...  
Keyword(s):  
Amino Acids ◽  
Transition Metal ◽  
Functional Group ◽  
Efficient Synthesis ◽  
Metal Free

A practical and concise protocol for the efficient synthesis of pyrrolo[1,2-a]quinoxalines from readily available α-amino acids and 2-(1H-pyrrol-1-yl)anilines under transition metal-free conditions has been established. This protocol, which includes the formation of new C–C and C–N bonds, features a wide substrate scope with a broad range of functional group tolerance.

ChemInform Abstract: Transition-Metal-Free Oxidative Amidation of Benzyl Alcohols with Amines Catalyzed by NaI: A New Method for the Synthesis of Benzamides.

ChemInform ◽  
2015 ◽  
Vol 46 (10) ◽  
pp. no-no
Author(s):  
Meghdad Karimi ◽  
Dariush Saberi ◽  
Kobra Azizi ◽  
Marzban Arefi ◽  
Akbar Heydari
Keyword(s):  
Transition Metal ◽  
New Method ◽  
Benzyl Alcohols ◽  
Metal Free ◽  
Oxidative Amidation

Efficient synthesis of 1,2-benzisothiazoles from o-haloarylamidines and elemental sulfur via N–S/C–S bond formation under transition-metal-free conditions

2018 ◽  
Vol 20 (4) ◽  
pp. 827-831 ◽  
Author(s):  
Hao Xie ◽  
Guozheng Li ◽  
Feng Zhang ◽  
Fuhong Xiao ◽  
Guo-Jun Deng
Keyword(s):  
Transition Metal ◽  
Functional Groups ◽  
Elemental Sulfur ◽  
Bond Formation ◽  
Efficient Synthesis ◽  
Facile Synthesis ◽  
Good Tolerance ◽  
Metal Free

Facile synthesis of 1,2-benzisothiazoles from amidines and elemental sulfur via N–S/C–S bond formation under transition-metal-free conditions has been developed with good tolerance of a broad range of functional groups.

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