Metal-free reduction of unsaturated carbonyls, quinones, and pyridinium salts with tetrahydroxydiboron/water

Author(s):  
Henian Peng ◽  
Tiejun Li ◽  
Duanshuai Tian ◽  
He Yang ◽  
Guangqing Xu ◽  
...  

Tetrahydroxydiboron/water effectively reduce a series of unsaturated carbonyls, quinones, and pyridinium salts to the corresponding saturated carbonyls, dihydroxybenzenes, and hydropyridines in moderate to high yields.

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.


2016 ◽  
Vol 14 (34) ◽  
pp. 8026-8029 ◽  
Author(s):  
Simin Wei ◽  
Xiangqing Feng ◽  
Haifeng Du
Keyword(s):  

A metal-free hydrogenation of 3-substituted 2H-1,4-benzoxazines was realized to furnish the desired products in high yields with up to 42% ee.


2019 ◽  
Vol 21 (11) ◽  
pp. 3023-3028 ◽  
Author(s):  
Ying-Qi Zhang ◽  
Xin-Qi Zhu ◽  
Yin Xu ◽  
Hao-Zhen Bu ◽  
Jia-Le Wang ◽  
...  

A metal-free intramolecular alkoxylation-initiated cascade cyclization of allyl ether-tethered ynamides has been developed, leading to functionalized 3-isochromanones in high yields.


Synthesis ◽  
2019 ◽  
Vol 51 (20) ◽  
pp. 3883-3890
Author(s):  
Ashish Bhatt ◽  
Rajesh K. Singh ◽  
Ravi Kant ◽  
Bhupendra K. Sarma

A convenient synthesis of 1,5-fused 1,2,4-triazoles from readily available N-arylamidines is reported. The reaction is efficiently promoted by chloramine-T to afford the desired products mostly in high yields and in relatively short time, through direct metal-free oxidative N−N bond formation. The mild nature of the synthesis and short reaction time are notable advantages of the developed protocol. This protocol is effective toward various substrates having different functionalities.


2019 ◽  
Vol 17 (48) ◽  
pp. 10163-10166 ◽  
Author(s):  
Harekrishna Sahoo ◽  
Gowri Sankar Grandhi ◽  
Isai Ramakrishna ◽  
Mahiuddin Baidya
Keyword(s):  

A selenium radical triggered switchable ortho/ipso-cyclization cascade of N-aryl alkynamides has been devised under metal-free conditions to access 3-selenyl quinolin-2-ones and 3-selenospiro[4,5]trienones in high yields (up to 98%).


2017 ◽  
Vol 53 (10) ◽  
pp. 1692-1695 ◽  
Author(s):  
Akila Iyer ◽  
Steffen Jockusch ◽  
Jayaraman Sivaguru

To address the problem of using UV light to initiate traditional photoreactions, hydrazide based chromophores are evaluated as a “photo-auxiliary“ with visible light using a metal free photocatalyst to afford photoproducts in high yields.


2016 ◽  
Vol 14 (28) ◽  
pp. 6683-6686 ◽  
Author(s):  
Wei Wang ◽  
Xiangqing Feng ◽  
Haifeng Du
Keyword(s):  

Metal-free hydrogenation of 2,7-disubstituted 1,8-naphthyridines was realized to furnish 1,2,3,4-tetrahydro-1,8-naphthyridines in high yields with up to 74% ee.


RSC Advances ◽  
2015 ◽  
Vol 5 (102) ◽  
pp. 84328-84333 ◽  
Author(s):  
Suvendu Samanta ◽  
Papu Biswas

A metal-free transformation of alcohols to the corresponding carbonyls in high yields under visible-light irradiation has been achieved at room temperature using di(pyridin-2-yl)-1,2,4,5-tetrazine (pytz) as catalyst.


2016 ◽  
Vol 18 (3) ◽  
pp. 792-797 ◽  
Author(s):  
Elisabetta Massolo ◽  
Silvia Palmieri ◽  
Maurizio Benaglia ◽  
Vito Capriati ◽  
Filippo M. Perna

Different metal-free catalytic enantioselective reactions have been performed in high yields and enantioselectivity in natural, biorenewable and environmentally-friendly DESs. The recyclability of the chiral catalyst by a simple extraction protocol was also successfully accomplished.


2006 ◽  
Vol 10 (11) ◽  
pp. 1253-1258 ◽  
Author(s):  
Ahmad Shaabani ◽  
Ali Maleki

Metal-free phthalocyanine derivatives have been synthesized in very short times with high yields in the presence of 1,1,3,3-tetramethylguanidinium trifluoroacetate (TMGT) as an ionic liquid or tetrabutylammonium bromide (TBAB) as a phase transfer reagent under both classical heating conditions and using microwave irradiation. The best results were obtained with ionic liquid. Both the ionic liquid and phase transfer reagent can be recycled for subsequent reactions and reused without appreciable loss of efficiency.


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