Simple inorganic base promoted polycyclic construction using mucohalic acid as C3 synthon: Synthesis and AIE probe application of benzo[4,5]imidazo[1,2-a]pyridines

2022 ◽  
Author(s):  
Kai Yang ◽  
Zhixi Chen ◽  
Yong-Jun Zhou ◽  
Qi Chen ◽  
Shi-Wei Yu ◽  
...  
Keyword(s):  
Transition Metal ◽  
Multicomponent Reaction ◽  
Efficient Synthesis ◽  
Metal Free

A transition metal-free and efficient synthesis of fused azapolycycles via multicomponent reaction has been developed from mucohalic acid as C3 synthon. The reaction promoted by simple inorganic base K2CO3 gives...

A transition-metal-free multicomponent reaction towards constructing chiral 2H-1,4-benzoxazine scaffolds

2020 ◽  
Vol 22 (21) ◽  
pp. 7506-7512
Author(s):  
Lixiang Zhu ◽  
Xiaoyu Ren ◽  
Juan Du ◽  
Jia-Hong Wu ◽  
Jian-Ping Tan ◽  
...  
Keyword(s):  
Transition Metal ◽  
Multicomponent Reaction ◽  
Phosphonium Salt ◽  
Cascade Reaction ◽  
Metal Free

A transition-metal-free multicomponent cascade reaction of α-halogenated ketones, ortho-aminophenols, and aldehydes using a dipeptide phosphonium salt catalyst was developed for the construction of various 2H-1,4-benzoxazines.

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.

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.

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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