O-Protected NH-Free Hydroxylamines: An Emerging Electrophilic Aminating Reagent in Organic Synthesis

2021 ◽  
Author(s):  
Dilsha Jinan ◽  
Pinku Prasad Mondal ◽  
Anagha Nair ◽  
Basudev Sahoo
Keyword(s):  
Organic Synthesis ◽  
Primary Amines ◽  
Hydroxylamine Derivatives

In this highlight, O-protected NH-free hydroxylamine derivatives have been evaluated for the construction of nitrogenenriched compounds in unprotected form, such as primary amines, aziridines, amides, N-heterocycles, among others, with high...

Mesoporous carbon derived from vitamin B12: a high-performance bifunctional catalyst for imine formation

2016 ◽  
Vol 52 (3) ◽  
pp. 481-484 ◽  
Author(s):  
Bo Chen ◽  
Sensen Shang ◽  
Lianyue Wang ◽  
Yi Zhang ◽  
Shuang Gao
Keyword(s):  
Vitamin B12 ◽  
Organic Synthesis ◽  
Mesoporous Carbon ◽  
High Performance ◽  
Cross Coupling ◽  
Bifunctional Catalyst ◽  
The Self ◽  
Primary Amines ◽  
Vitamin B ◽  
First Time

Mesoporous carbon derived from natural vitamin B12 is applied for the first time in organic synthesis and exhibits exceptionally high dual activity for imine formation via the cross-coupling of alcohols with amines and the self-coupling of primary amines.

scholarly journals Recent Advances in the Synthesis of Isothiocyanates Using Elemental Sulfur

Catalysts ◽  
2021 ◽  
Vol 11 (9) ◽  
pp. 1081
Author(s):  
András Gy. Németh ◽  
Péter Ábrányi-Balogh
Keyword(s):  
Natural Products ◽  
Best Practices ◽  
Organic Synthesis ◽  
Elemental Sulfur ◽  
Biologically Active ◽  
Primary Amines ◽  
Pharmaceutical Ingredients ◽  
Recent Developments ◽  
In Situ Generation

Isothiocyanates (ITCs) are biologically active molecules found in several natural products and pharmaceutical ingredients. Moreover, due to their high and versatile reactivity, they are widely used as intermediates in organic synthesis. This review considers the best practices for the synthesis of ITCs using elemental sulfur, highlighting recent developments. First, we summarize the in situ generation of thiocarbonyl surrogates followed by their transformation in the presence of primary amines leading to ITCs. Second, carbenes and amines afford isocyanides, and the further reaction of this species with sulfur readily generates ITCs under thermal, catalytic or basic conditions. Additionally, we also reveal that in the catalyst-free reaction of isocyanides and sulfur, two—until this time overlooked and not investigated—different mechanistic pathways exist.

ChemInform Abstract: HETEROCYCLES IN ORGANIC SYNTHESIS. PART 42. PREPARATION OF AZIDES, PHTHALIMIDES, AND SULFONAMIDES FROM PRIMARY AMINES

1980 ◽  
Vol 11 (25) ◽  
Author(s):  
A. R. KATRITZKY ◽  
G. LISO ◽  
E. LUNT ◽  
R. C. PATEL ◽  
S. S. THIND ◽  
...  
Keyword(s):  
Organic Synthesis ◽  
Primary Amines

ChemInform Abstract: Silylamines in Organic Synthesis. Facile Synthetic Routes to Unsaturated Protected Primary Amines.

ChemInform ◽  
2010 ◽  
Vol 23 (45) ◽  
pp. no-no
Author(s):  
R. J. P. CORRIU ◽  
V. HUYNH ◽  
J. IQBAL ◽  
J. J. E. MOREAU ◽  
C. VERNHET
Keyword(s):  
Organic Synthesis ◽  
Primary Amines ◽  
Synthetic Routes

scholarly journals Preparative semiconductor photoredox catalysis: An emerging theme in organic synthesis

2015 ◽  
Vol 11 ◽  
pp. 1570-1582 ◽  
Author(s):  
David W Manley ◽  
John C Walton
Keyword(s):  
Organic Synthesis ◽  
Radical Anion ◽  
Radical Cations ◽  
Aromatic Aldehydes ◽  
Hydrogen Gas ◽  
Primary Amines ◽  
Tertiary Amines ◽  
Photoredox Catalysis ◽  
Enol Ethers ◽  
Cyclic Amines

Heterogeneous semiconductor photoredox catalysis (SCPC), particularly with TiO2, is evolving to provide radically new synthetic applications. In this review we describe how photoactivated SCPCs can either (i) interact with a precursor that donates an electron to the semiconductor thus generating a radical cation; or (ii) interact with an acceptor precursor that picks up an electron with production of a radical anion. The radical cations of appropriate donors convert to neutral radicals usually by loss of a proton. The most efficient donors for synthetic purposes contain adjacent functional groups such that the neutral radicals are resonance stabilized. Thus, ET from allylic alkenes and enol ethers generated allyl type radicals that reacted with 1,2-diazine or imine co-reactants to yield functionalized hydrazones or benzylanilines. SCPC with tertiary amines enabled electron-deficient alkenes to be alkylated and furoquinolinones to be accessed. Primary amines on their own led to self-reactions involving C–N coupling and, with terminal diamines, cyclic amines were produced. Carboxylic acids were particularly fruitful affording C-centered radicals that alkylated alkenes and took part in tandem addition cyclizations producing chromenopyrroles; decarboxylative homo-dimerizations were also observed. Acceptors initially yielding radical anions included nitroaromatics and aromatic iodides. The latter led to hydrodehalogenations and cyclizations with suitable precursors. Reductive SCPC also enabled electron-deficient alkenes and aromatic aldehydes to be hydrogenated without the need for hydrogen gas.

Heterocycles in organic synthesis. Part 17. Conversion of primary amines into bromides and chlorides

1979 ◽  
pp. 436 ◽  
Author(s):  
Alan R. Katritzky ◽  
Urban Gruntz ◽  
Aykut A. Ikizler ◽  
David H. Kenny ◽  
Bernard P. Leddy
Keyword(s):  
Organic Synthesis ◽  
Primary Amines

ChemInform Abstract: HETEROCYCLES IN ORGANIC SYNTHESIS. PART 26. CONVERSION OF PRIMARY AMINES INTO O ALDEHYDES

1980 ◽  
Vol 11 (5) ◽  
Author(s):  
A. R. KATRITZKY ◽  
M. J. COOK ◽  
A. IKIZLER ◽  
G. H. MILLET
Keyword(s):  
Organic Synthesis ◽  
Primary Amines
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