Palladium-Catalyzed One-Pot Stereospecific Synthesis of 2-Deoxy Aryl C-Glycosides from Glycals and Anilines in the Presence of tert-Butyl Nitrite

Synthesis ◽  
2019 ◽  
Vol 51 (22) ◽  
pp. 4215-4230 ◽  
Author(s):  
Adesh Kumar Singh ◽  
Rapelly Venkatesh ◽  
Jeyakumar Kandasamy
Keyword(s):  
Room Temperature ◽  
Stereospecific Synthesis ◽  
One Pot ◽  
Tert Butyl ◽  
Mild Conditions ◽  
One Pot Synthesis ◽  
Palladium Catalyzed ◽  
Aryl Glycosides

The palladium-catalyzed one-pot synthesis of 2,3-deoxy-3-keto aryl C-glycosides is achieved from glycals and anilines in the presence of tert-butyl nitrite and aqueous HBF4 under mild conditions. This one-pot method stereospecifically provides α- and β-aryl glycosides (≥19:1 by NMR) in good yields at room temperature. The configuration at the C-3 position in the glycal determines the anomeric selectivity (i.e., α or β) of the desired products.

A Highly Efficient Palladium-Catalyzed One-Pot Synthesis of Unsymmetrical Aryl Alkyl Thioethers under Mild Conditions in Water

2012 ◽  
Vol 354 (5) ◽  
pp. 839-845 ◽  
Author(s):  
Liang Wang ◽  
Wei-You Zhou ◽  
Sheng-Chun Chen ◽  
Ming-Yang He ◽  
Qun Chen
Keyword(s):  
One Pot ◽  
Mild Conditions ◽  
Highly Efficient ◽  
One Pot Synthesis ◽  
Palladium Catalyzed

ChemInform Abstract: A Highly Efficient Palladium-Catalyzed One-Pot Synthesis of Unsymmetrical Aryl Alkyl Thioethers under Mild Conditions in Water.

ChemInform ◽  
2012 ◽  
Vol 43 (33) ◽  
pp. no-no
Author(s):  
Liang Wang ◽  
Wei-You Zhou ◽  
Sheng-Chun Chen ◽  
Ming-Yang He ◽  
Qun Chen
Keyword(s):  
One Pot ◽  
Mild Conditions ◽  
Highly Efficient ◽  
One Pot Synthesis ◽  
Palladium Catalyzed

One-pot synthesis of benzoxaborole derivatives from the palladium-catalyzed cross-coupling reaction of alkoxydiboron with unprotected o-bromobenzylalcohols

2015 ◽  
Vol 13 (46) ◽  
pp. 11362-11368 ◽  
Author(s):  
Jianan Zhu ◽  
Ying Wei ◽  
Dongqing Lin ◽  
Changjin Ou ◽  
Linghai Xie ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
One Pot ◽  
Mild Conditions ◽  
One Pot Synthesis ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed

Under very mild conditions, functionalized benzoxaborole derivatives were prepared in good to excellent yields via a palladium-catalyzed Miyaura borylation reaction of readily available unprotected o-bromobenzylalcohols, and bis(pinacolato)diboron (B2pin2) without the assistance of an acid.

ChemInform Abstract: Palladium-Catalyzed One-Pot Synthesis of Diazoles via tert-Butyl Isocyanide Insertion.

ChemInform ◽  
2016 ◽  
Vol 47 (9) ◽  
pp. no-no
Author(s):  
Xiang-Yuan Fan ◽  
Xiao Jiang ◽  
Ying Zhang ◽  
Zhen-Bang Chen ◽  
Yong-Ming Zhu
Keyword(s):  
One Pot ◽  
Tert Butyl ◽  
One Pot Synthesis ◽  
Palladium Catalyzed

ChemInform Abstract: Palladium-Catalyzed One-Pot Synthesis of Quinazolinones via tert-Butyl Isocyanide Insertion.

ChemInform ◽  
2014 ◽  
Vol 45 (47) ◽  
pp. no-no
Author(s):  
Xiao Jiang ◽  
Ting Tang ◽  
Jin-Mei Wang ◽  
Zhong Chen ◽  
Yong-Ming Zhu ◽  
...  
Keyword(s):  
One Pot ◽  
Tert Butyl ◽  
One Pot Synthesis ◽  
Palladium Catalyzed

Palladium-catalyzed one-pot synthesis of diazoles via tert-butyl isocyanide insertion

2015 ◽  
Vol 13 (41) ◽  
pp. 10402-10408 ◽  
Author(s):  
Xiang-Yuan Fan ◽  
Xiao Jiang ◽  
Ying Zhang ◽  
Zhen-Bang Chen ◽  
Yong-Ming Zhu
Keyword(s):  
Aryl Halide ◽  
One Pot ◽  
Tert Butyl ◽  
One Pot Synthesis ◽  
Palladium Catalyzed

An efficient one-pot palladium-catalyzed reaction for the synthesis of diazoles from readily available hydrazides and aryl halide via isocyanide insertion/cyclization sequence has been developed.

Palladium-Catalyzed One-Pot Synthesis of Quinazolinones via tert-Butyl Isocyanide Insertion

2014 ◽  
Vol 79 (11) ◽  
pp. 5082-5087 ◽  
Author(s):  
Xiao Jiang ◽  
Ting Tang ◽  
Jin-Mei Wang ◽  
Zhong Chen ◽  
Yong-Ming Zhu ◽  
...  
Keyword(s):  
One Pot ◽  
Tert Butyl ◽  
One Pot Synthesis ◽  
Palladium Catalyzed

scholarly journals A New and Efficient One-pot Synthesis of Trialkyl 6-tert-Butylamino-2H-pyran-2-one-3,4,5-tricarboxylates

1999 ◽  
Vol 23 (6) ◽  
pp. 368-369
Author(s):  
Issa Yavari ◽  
Abbas Ali Esmaili ◽  
Sakineh Asghari ◽  
Hamid Reza Bijanzadeh
Keyword(s):  
One Pot ◽  
Tert Butyl ◽  
Dialkyl Acetylenedicarboxylates ◽  
One Pot Synthesis ◽  
High Yields

The highly reactive 1:1 intermediate produced in the reaction between tert-butyl isocyanide and dialkyl acetylenedicarboxylates is trapped by dialkyl 2-bromomalonates to yield the title compounds in fairly high yields.

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