A base-catalyzed cycloisomerization of 5-cyano-pentyne derivatives: an efficient synthesis of 3-cyano-4,5-dihydro-1H-pyrroles

2014 ◽  
Vol 50 (83) ◽  
pp. 12490-12492 ◽  
Author(s):  
Jia Meng ◽  
Yi-Jin Li ◽  
Yu-Long Zhao ◽  
Xiu-Bin Bu ◽  
Qun Liu

A base-catalyzed cycloisomerization of 5-cyano-pentyne bearing a terminal alkyne group has been developed under metal-free conditions. This reaction provides an efficient access to 3-cyano-4,5-dihydro-1H-pyrroles with 1,3-cyano migration as the key transformation.

Synthesis ◽  
2020 ◽  
Vol 52 (16) ◽  
pp. 2395-2409
Author(s):  
Weiwei Qin ◽  
Zhaodong Li ◽  
Yiming Du ◽  
Yue Chen ◽  
Yun-Lin Liu

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.


Author(s):  
Xiao-Feng Wu ◽  
Zhengkai Chen ◽  
Jiajun Zhang ◽  
Tian-Hui Xu

A metal-free oxidative cyclization of trifluoroacetimidohydrazides with methylhetarenes for the efficient synthesis of 3-hetaryl-5-trifluoromethyl-1,2,4-triazoles has been developed. Notable features of this protocol include readily accessible starting materials, a broad substrate...


RSC Advances ◽  
2021 ◽  
Vol 11 (21) ◽  
pp. 12682-12686
Author(s):  
Yuanjin Li ◽  
Shuhui Wang ◽  
Jin Wu ◽  
Qiuyan Wang ◽  
Changqiu Ma ◽  
...  

Porous phosphorus-doped g-C3N4 (PCNT) has intensive oxygen activation ability to generate superoxide radicals, and can efficiently catalyze synthesis of benzoin from benzyl alcohol, with conversion rate and selectivity near to 100%.


RSC Advances ◽  
2016 ◽  
Vol 6 (59) ◽  
pp. 54495-54502 ◽  
Author(s):  
Nataraj Poomathi ◽  
Paramasivan T. Perumal

A simple and efficient metal-free methodology for the synthesis of β-nitroolefins has been developed from arylidinemalononitrile using bifunctional cinchona alkaloid along with di-tert-butyldicarbonate–DMAP in high yields with total selectivity.


RSC Advances ◽  
2014 ◽  
Vol 4 (110) ◽  
pp. 64855-64859 ◽  
Author(s):  
Yunfei Tian ◽  
Zhong-Quan Liu

A dicumyl peroxide-initiated highly selective activation of the (sp3)C–H bond in dichloromethane (DCM, CH2Cl2) has been achieved, which allows efficient access to dichloronated oxindoles via a free-radical cascade process.


2015 ◽  
Vol 27 (12) ◽  
pp. 4701-4702
Author(s):  
Chunduru Srinivasa Rao ◽  
Ch. Venkata Ramana Reddy ◽  
B. Rama Devi ◽  
Jyothi Vantikommu ◽  
Jyotna Cherukuri ◽  
...  

2018 ◽  
Vol 9 (42) ◽  
pp. 5215-5223 ◽  
Author(s):  
Wei Yuan ◽  
Weiwen Chi ◽  
Ting Han ◽  
Jun Du ◽  
Hongkun Li ◽  
...  

Metal-free polycycloaddition of phenylpropiolates and azide is developed to afford multifunctional triazole-containing polyesters.


2018 ◽  
Vol 5 (21) ◽  
pp. 3158-3162 ◽  
Author(s):  
Chunsheng Li ◽  
Jianxiao Li ◽  
Chaowei Tan ◽  
Wanqing Wu ◽  
Huanfeng Jiang

A novel metal-free dehydrocoupling approach for constructing allylic sulfides via oxidative allylic C–H functionalization with high atom- and step-economy has been developed.


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