Recent Progress on Catalytic Addition Reactions to N-Unsubstituted Imines

ACS Catalysis ◽  
2020 ◽  
Vol 10 (12) ◽  
pp. 6924-6951 ◽  
Author(s):  
Kazuhiro Morisaki ◽  
Hiroyuki Morimoto ◽  
Takashi Ohshima
Keyword(s):  
Recent Progress ◽  
Addition Reactions ◽  
Catalytic Addition

7 Electrochemically Generated Nitrogen-Centered Radicals

2022 ◽  
Author(s):  
Z.-W. Hou ◽  
H.-C. Xu
Keyword(s):  
Hydrogen Atom ◽  
Organic Synthesis ◽  
Recent Progress ◽  
Reactive Intermediates ◽  
Hydrogen Atom Abstraction ◽  
Addition Reactions ◽  
Electrochemical Generation ◽  
Nitrogen Containing Compounds

Nitrogen-centered radicals are versatile reactive intermediates for organic synthesis. This chapter describes recent progress in the electrochemical generation and reactions of nitrogen-centered radicals. Under electrochemical conditions, various nitrogen-centered radicals are generated through electrolysis of readily available precursors such as N—H bonds or azides. These reactive intermediates undergo addition reactions to π-systems or hydrogen-atom abstraction to generate various nitrogen-containing compounds.

Sulfonylimidates as Nucleophiles in Catalytic Addition Reactions

2008 ◽  
Vol 130 (6) ◽  
pp. 1804-1805 ◽  
Author(s):  
Ryosuke Matsubara ◽  
Florian Berthiol ◽  
Shū Kobayashi
Keyword(s):  
Addition Reactions ◽  
Catalytic Addition

Recent Progress of Chromium-Mediated Carbonyl Addition Reactions

Synthesis ◽  
2021 ◽  
Author(s):  
Yuri Katayama ◽  
Harunobu Mitsunuma ◽  
Motomu Kanai
Keyword(s):  
Carbonyl Compounds ◽  
Recent Progress ◽  
Functional Group ◽  
Complex Molecule ◽  
Chemical Processes ◽  
Alternative Methods ◽  
Addition Reactions ◽  
Carbonyl Addition

Organochromium(III) species are versatile nucleophiles in complex molecule synthesis due to their high functional group tolerance and chemoselectivity for aldehydes. Traditionally, carbonyl addition reactions of organochromium(III) species were performed through reduction of organohalides either using stoichiometric chromium(II) salts or catalytic chromium salts in the presence of stoichiometric reductants (such as manganese(0)). Recently, alternative methods emerged involving organoradical formation from readily available starting materials (e.g. N-hydroxyphthalimide esters, alkenes, and alkanes), followed by trapping the radical with stoichiometric or catalytic chromium(II) salts. Such methods, especially using catalytic chromium(II) salts, will lead to the development of sustainable chemical processes minimizing salt wastes and number of synthetic steps. In this review, we describe methods for generation of organochromium(III) species for addition reactions to carbonyl compounds, classified by nucleophiles.

Catalytic Addition Reactions of Alkylazaarenes to Vinylsilanes

2018 ◽  
Vol 47 (5) ◽  
pp. 690-692 ◽  
Author(s):  
Yasuhiro Yamashita ◽  
Kodai Minami ◽  
Shū Kobayashi
Keyword(s):  
Addition Reactions ◽  
Catalytic Addition

Indium-catalyzed addition of carbon units to acetylenes: Development of a new C-C bond formation toward exploitation of chemical resources

2006 ◽  
Vol 78 (2) ◽  
pp. 425-434 ◽  
Author(s):  
Masaharu Nakamura
Keyword(s):  
Carbonyl Compounds ◽  
Bond Formation ◽  
Addition Reactions ◽  
Keto Esters ◽  
Modular Synthesis ◽  
Catalytic Addition ◽  
Bond Formation Reactions

This account deals with an overview of the development of catalytic addition reactions of carbonyl compounds to alkynes catalyzed by a variety of indium salts. The new C-C bond formation reactions provide a powerful tool for α-functionalization of carbonyl compounds, including direct α-vinylation with acetylene, regioselective α-alkenylation, and α-ynenylation that can be applied to a modular synthesis of α-arylated β-keto esters.

ChemInform Abstract: Sulfonylimidates as Nucleophiles in Catalytic Addition Reactions.

ChemInform ◽  
2008 ◽  
Vol 39 (24) ◽  
Author(s):  
Ryosuke Matsubara ◽  
Florian Berthiol ◽  
Shu Kobayashi
Keyword(s):  
Addition Reactions ◽  
Catalytic Addition

Recent developments in 1,6-addition reactions of para-quinone methides (p-QMs)

2020 ◽  
Vol 7 (13) ◽  
pp. 1743-1778 ◽  
Author(s):  
Jia-Yin Wang ◽  
Wen-Juan Hao ◽  
Shu-Jiang Tu ◽  
Bo Jiang
Keyword(s):  
Recent Progress ◽  
Conjugate Addition ◽  
Addition Reactions ◽  
Quinone Methides ◽  
Comprehensive Overview ◽  
Recent Developments

In this review, we provide a comprehensive overview of recent progress in this rapidly growing field by summarizing the 1,6-conjugate addition and annulation reactions of p-QMs with consideration of their mechanisms and applications.

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