Direct Propargylation of ortho-Quinone Methides with Alkynyl Zinc Reagents: An Application to the One-Pot Synthesis of 2,3-Disubstituted Benzofurans

Synlett ◽  
2020 ◽  
Vol 31 (08) ◽  
pp. 818-822
Author(s):  
Hongjun Ren ◽  
Manman Sun ◽  
Jinyu Song ◽  
Lei Wang ◽  
Wenguang Yin ◽  
...  

A transition-metal-free propargylation of ortho-quinone methides (o-QMs) with alkynyl zinc reagents was achieved. A conjugate alkynylation of an o-QM and subsequent cyclization sequence in the presence of KOt-Bu for the synthesis of 2,3-disubstituted benzofurans in one pot was developed. This efficient strategy exhibits good functional-group compatibility and gives moderate to good yields. The present reaction might serve as an attractive method for the synthesis of polysubstituted benzofurans.

2015 ◽  
Vol 51 (33) ◽  
pp. 7180-7183 ◽  
Author(s):  
Dan Zhu ◽  
Denghu Chang ◽  
Lei Shi

A novel transition-metal-free method for the one-step synthesis of thiocyanates via the C–S bond cleavage of readily available thioethers was developed.


2017 ◽  
Vol 41 (1) ◽  
pp. 45-49
Author(s):  
Wentao Gao ◽  
Xinbo Fu ◽  
Yanan Zhao ◽  
Dongfang Wang

A facile and efficient synthesis of novel ethyl 2-(benzofuran-2-yl)-4-phenylquinoline-3-carboxylates and the corresponding acids through the one-pot three-step reaction of ethyl 2-(chloromethyl)-4-phenylquinoline-3-carboxylate with a series of salicylaldehydes is described. It allows an efficient and practical access to some 2-(benzofuran-2-yl)quinolines under transition-metal-free conditions.


2019 ◽  
Vol 55 (28) ◽  
pp. 4079-4082 ◽  
Author(s):  
Cheng Li ◽  
Yanjun Xie ◽  
Fuhong Xiao ◽  
Huawen Huang ◽  
Guo-Jun Deng

A facile method for the one-pot synthesis of 1,2-diarylindoles under transition-metal-free conditions is described.


2020 ◽  
Vol 44 (35) ◽  
pp. 14859-14864
Author(s):  
Deblina Roy ◽  
Abhineet Verma ◽  
Arpita Banerjee ◽  
Satyen Saha ◽  
Gautam Panda

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.


ChemInform ◽  
2014 ◽  
Vol 45 (13) ◽  
pp. no-no
Author(s):  
T. A. Jenifer Vijay ◽  
Kebbahalli N. Nandeesh ◽  
Goravanahalli M. Raghavendra ◽  
Kanchugarakoppal S. Rangappa ◽  
Kempegowda Mantelingu

2017 ◽  
Vol 53 (75) ◽  
pp. 10366-10369 ◽  
Author(s):  
Shaoyu Mai ◽  
Changqing Rao ◽  
Ming Chen ◽  
Jihu Su ◽  
Jiangfeng Du ◽  
...  

Novel catalytic systems consisting of cationic gold complexes, N-hydroxyphthalimide (NHPI), and transition-metal-based Lewis acids have been developed for the one-pot synthesis of functionalized oxazoles.


2018 ◽  
Vol 16 (11) ◽  
pp. 1871-1881 ◽  
Author(s):  
Yen-Sen Liao ◽  
Chien-Fu Liang

We have developed a one-pot reaction to provide thioester derivativesviasodium thiosulfate as a sulfur source under transition metal-free conditions.


RSC Advances ◽  
2020 ◽  
Vol 10 (29) ◽  
pp. 17288-17292 ◽  
Author(s):  
Yiyong Zhao ◽  
Junjie Wei ◽  
Shuting Ge ◽  
Guofu Zhang ◽  
Chengrong Ding

Our gram-scale process uses abundant and inexpensive aldehydes, a clean nitrogen source, requires no additional carbon atoms, is transition-metal free, and features easy work-up and excellent functional group compatibility.


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