Palladium-catalyzed double carbonylation of aryl halides to give .alpha.-keto amides. Mechanistic studies

1985 ◽  
Vol 107 (11) ◽  
pp. 3235-3245 ◽  
Author(s):  
Fumiyuki Ozawa ◽  
Hidehiko Soyama ◽  
Hisayoshi Yanagihara ◽  
Issei Aoyama ◽  
Hiroaki Takino ◽  
...  
Keyword(s):  
Aryl Halides ◽  
Mechanistic Studies ◽  
Palladium Catalyzed

ChemInform Abstract: PALLADIUM-CATALYZED DOUBLE CARBONYLATION OF ARYL HALIDES TO GIVE α-KETO AMIDES. MECHANISTIC STUDIES

1985 ◽  
Vol 16 (38) ◽  
Author(s):  
F. OZAWA ◽  
H. SOYAMA ◽  
H. YANAGIHARA ◽  
I. AOYAMA ◽  
H. TAKINO ◽  
...  
Keyword(s):  
Aryl Halides ◽  
Mechanistic Studies ◽  
Palladium Catalyzed

Palladium Catalyzed Cascade Azidation/Carbonylation of Aryl Halides with Sodium Azide for the Synthesis of Amides

2021 ◽  
Author(s):  
Zhuang Qi ◽  
Shan‐Shan Li ◽  
Lin Li ◽  
Qi Qin ◽  
Li‐Miao Yang ◽  
...  
Keyword(s):  
Sodium Azide ◽  
Aryl Halides ◽  
Palladium Catalyzed

scholarly journals Transition-Metal-Free Boryl Substitution Using Silylboranes and Alkoxy Bases

Synlett ◽  
2017 ◽  
Vol 28 (11) ◽  
pp. 1258-1267 ◽  
Author(s):  
Hajime Ito ◽  
Eiji Yamamoto ◽  
Satoshi Maeda ◽  
Tetsuya Taketsugu
Keyword(s):  
Transition Metal ◽  
Functional Group ◽  
Experimental Studies ◽  
Transition Metal Catalysts ◽  
Alkyl Halides ◽  
Aryl Halides ◽  
Nucleophilic Attack ◽  
Important Class ◽  
Mechanistic Studies ◽  
Induced Reaction

Silylboranes are used as borylation reagents for organohalides in the presence of alkoxy bases without transition-metal catalysts. PhMe2Si–B(pin) reacts with a variety of aryl, alkenyl, and alkyl halides, including sterically hindered examples, to provide the corresponding organoboronates in good yields with high borylation/silylation ratios, showing good functional group compatibility. Halogenophilic attack of a silyl nucleophile on organohalides, and subsequent nucleophilic attack on the boron electrophile are identified to be crucial, based on the results of extensive theoretical and experimental studies. This boryl­ation reaction is further applied to the first direct dimesitylboryl (BMes2) substitution of aryl halides using Ph2MeSi–BMes2 and Na(O-t-Bu), affording aryldimesitylboranes, which are regarded as an important class of compounds for organic materials.1 Introduction2 Boryl Substitution of Organohalides with PhMe2Si–B(pin)/Alkoxy Bases3 Mechanistic Investigations4 DFT Mechanistic Studies Using an Artificial Force Induced Reaction (AFIR) Method5 Dimesitylboryl Substitution of Aryl Halides with Ph2MeSi–BMes2/Na(O-t-Bu)6 Conclusion

Palladium-Catalyzed Olefinations of Aryl Halides (Heck Reaction) and Related Transformations

ChemInform ◽  
2005 ◽  
Vol 36 (44) ◽  
Author(s):  
Matthias Beller ◽  
Alexander Zapf ◽  
Thomas H. Riermeier
Keyword(s):  
Heck Reaction ◽  
Aryl Halides ◽  
Palladium Catalyzed
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