One-pot, three-component synthesis of secondary amines and trisubstituted hydrazines from ketones

2006 ◽  
Vol 60 (4) ◽  
Author(s):  
H. Tavakol ◽  
S. Zakery
Keyword(s):  
Diethyl Ether ◽  
Good Yield ◽  
Lithium Perchlorate ◽  
Reducing Agent ◽  
Secondary Amines ◽  
Reduction Step ◽  
One Pot ◽  
By Products

AbstractVarious imines and hydrazones were reduced to the corresponding amines and hydrazines using borane-tetrahydrofuran complex as a reducing agent in the solution of lithium perchlorate in diethyl ether. The initial imines or hydrazones have been prepared at the same conditions just before the reduction step. Both steps were carried out in one vessel with a good yield and insignificant formation of by-products.

scholarly journals Rhodium(III)-Catalyzed Three-Component 1,2-Diamination of Unactivated Terminal Alkenes

Synthesis ◽  
2019 ◽  
Vol 52 (08) ◽  
pp. 1247-1252 ◽  
Author(s):  
Sumin Lee ◽  
Young Jin Jang ◽  
Erik J. T. Phipps ◽  
Honghui Lei ◽  
Tomislav Rovis
Keyword(s):  
Good Yield ◽  
Ring Opening ◽  
Secondary Amines ◽  
One Pot ◽  
Rapid Access ◽  
Primary And Secondary Amines ◽  
Terminal Alkenes ◽  
Broad Array ◽  
Vicinal Diamines

We report a three-component diamination of simple unactivated alkenes using an electrophilic nitrene source and amine nucleo­philes. The reaction provides rapid access to 1,2-vicinal diamines from terminal alkenes through a one-pot protocol. The transformation proceeds smoothly with excellent tolerance for a broad array of primary and secondary amines, affording the desired products in good yield and regioselectivity. The mechanism is proposed to proceed through a Rh(III)-catalyzed aziridination of alkenes with subsequent ring opening by primary or secondary amines.

A Convenient One-Pot Synthesis of Pyrazolo[3,4-d]pyrimidines and s-Triazolo[3,4-b][1,3,5]thiadiazines

1997 ◽  
Vol 52 (11) ◽  
pp. 1401-1412 ◽  
Author(s):  
Zeinab A. Hozien ◽  
Abd El-Wareth A. O. Sarhan ◽  
Hassan A. H. El-Sherief ◽  
Abdalla M. Mahmoud
Keyword(s):  
Mannich Reaction ◽  
Aromatic Amines ◽  
Good Yield ◽  
Room Temperature ◽  
Secondary Amines ◽  
One Pot ◽  
Aminomethyl Derivatives ◽  
Primary Aromatic Amines ◽  
The Mannich Reaction ◽  
Primary Aliphatic Amines

Abstract The reaction of 5-amino-3-aryl-1-phenylpyrazoles (1a-d) with formaldehyde and secondary amines in boiling ethanol gave the corresponding 4-alkylaminomethyl derivatives (2a-f) and bis-(4-pyrazolyl)methane (4a,b) as byproduct. Such reaction with primary aliphatic and aro­ matic amines at room temperature afforded 1,3,5-trisubstituted (5a-h) and 1,3.5,7-tetrasubstituted tetrahydropyrazolo[3,4-d]pyrimidines (8a-k) respectively in good yield. Similarily, the Mannich reaction of 5-mercapto-3-phenyl-1,2,4-triazole (9) with secondary amines, in boiling ethanol, and primary aromatic amines, at room temperature, gave 2 -substituted aminomethyl derivatives (10a-c) and (14a-g) respectively,while with primary aliphatic amines, p-toluidine and p-anisidine,at room temperature,and with other primary aromatic amines, in boiling ethanol, afforded the cyclized products 12,4-triazolo[3,4-b]thiadiazines (13a-e); (15f,g) and (15a-e), respectively.

A General One-Pot, Three-Component Mono N-Alkylation of Amines and Amine Derivatives in Lithium Perchlorate/Diethyl Ether Solution

Synthesis ◽  
2005 ◽  
Vol 2005 (04) ◽  
pp. 627-633 ◽  
Author(s):  
Akbar Heydari ◽  
Hossein Tavakol ◽  
Saied Aslanzadeh ◽  
Jamshid Azarnia ◽  
Nafiseh Ahmadi
Keyword(s):  
Diethyl Ether ◽  
Lithium Perchlorate ◽  
One Pot ◽  
Ether Solution

One-pot synthesis of N -trimethylsilyloxy-α-amino phosphonates from aldehydes using lithium perchlorate/diethyl ether as a catalyst

2001 ◽  
Vol 42 (21) ◽  
pp. 3629-3631 ◽  
Author(s):  
Akbar Heydari ◽  
Mahmoud Zarei ◽  
Reza Alijanianzadeh ◽  
Hossein Tavakol
Keyword(s):  
Diethyl Ether ◽  
Lithium Perchlorate ◽  
One Pot ◽  
One Pot Synthesis ◽  
Amino Phosphonates
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