Effects of Silver Carbonate and p-Nitrobenzoic Acid for Accelerating Palladium-Catalyzed Allylic C–H Acyloxylation

2021 ◽  
Author(s):  
Aymen Skhiri ◽  
Haruki Nagae ◽  
Hayato Tsurugi ◽  
Masahiko Seki ◽  
Kazushi Mashima
Keyword(s):  
Silver Carbonate ◽  
Nitrobenzoic Acid ◽  
Palladium Catalyzed

Highly Regioselective Arylation of 1,2,3-Triazole N-Oxides with Sodium Arenesulfinates via Palladium-Catalyzed Desulfitative Cross-Coupling Reaction

Synlett ◽  
2015 ◽  
Vol 26 (08) ◽  
pp. 1124-1130 ◽  
Author(s):  
Qing Huang ◽  
Liangxian Liu ◽  
Jiayi Zhu ◽  
Yu Chen ◽  
Feng Lin ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Diphenylphosphine Oxide ◽  
Direct Arylation ◽  
Silver Carbonate ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed

A convenient and highly regioselective palladium-catalyzed direct C5-arylation of 1,2,3-triazole N-oxides was developed in the presence of silver carbonate and tripotassium phosphate. This protocol allowed use of sodium arylsulfinates, diphenylphosphine oxide, and triphenylphosphine as arylating reagents to produce 2-aryl-5-aryl-1,2,3-triazole N-oxides in good to excellent yields, providing a complement to the existing methods for the direct arylation of 1,2,3-triazole N-oxides.

scholarly journals Recent Organic Transformations with Silver Carbonate as a Key External Base and Oxidant

Catalysts ◽  
2019 ◽  
Vol 9 (12) ◽  
pp. 1032 ◽  
Author(s):  
Kwangho Yoo ◽  
Dong Gyun Jwa ◽  
Ha-Eun Lee ◽  
Hyun Jin Kim ◽  
Cheoljae Kim ◽  
...  
Keyword(s):  
Transition Metal ◽  
Organic Solvents ◽  
Reaction Medium ◽  
Redox Cycle ◽  
Organic Transformations ◽  
Silver Carbonate ◽  
Palladium Catalyzed ◽  
Common Transition ◽  
Related Compounds ◽  
Inorganic Carbonate

Silver carbonate (Ag2CO3), a common transition metal-based inorganic carbonate, is widely utilized in palladium-catalyzed C–H activations as an oxidant in the redox cycle. Silver carbonate can also act as an external base in the reaction medium, especially in organic solvents with acidic protons. Its superior alkynophilicity and basicity make silver carbonate an ideal catalyst for organic reactions with alkynes, carboxylic acids, and related compounds. This review describes recent reports of silver carbonate-catalyzed and silver carbonate-mediated organic transformations, including cyclizations, cross-couplings, and decarboxylations.

scholarly journals Synthesis of diverse indole libraries on polystyrene resin – Scope and limitations of an organometallic reaction on solid supports

2012 ◽  
Vol 8 ◽  
pp. 1191-1199 ◽  
Author(s):  
Kerstin Knepper ◽  
Sylvia Vanderheiden ◽  
Stefan Bräse
Keyword(s):  
Liquid Phase ◽  
Subsequent Treatment ◽  
Grignard Reagents ◽  
Solid Supports ◽  
Nitrobenzoic Acid ◽  
Palladium Catalyzed ◽  
Merrifield Resin ◽  
Polystyrene Resin ◽  
Catalyzed Reactions

The synthesis of diverse substituted indole structures on solid supports is described. The immobilization of nitrobenzoic acid onto Merrifield resin and the subsequent treatment with alkenyl Grignard reagents delivered indole carboxylates bound to solid supports. In contrast to results in the liquid phase, ortho,ortho-unsubstituted nitroarenes also delivered indole moieties in good yields. Subsequent palladium-catalyzed reactions (Suzuki, Heck, Sonogashira, Stille) delivered, after cleavage, the desired molecules in moderate to good yields over four steps. The scope and limitations are presented.

Synthesis of S-aryl thioesters via palladium-catalyzed thiocarbonylation of aryl iodides and aryl sulfonyl hydrazides

2020 ◽  
Vol 7 (19) ◽  
pp. 2938-2943
Author(s):  
Yeojin Kim ◽  
Kwang Ho Song ◽  
Sunwoo Lee
Keyword(s):  
Aryl Iodide ◽  
Aryl Iodides ◽  
Palladium Catalyzed

Aryl sulfonyl hydrazide reacted with aryl iodide in the presence of CO to give the corresponding S-aryl thioesters.

Palladium-catalyzed carbonylative transformation of aryl iodides and sulfonyl chlorides: convenient access to thioesters

2020 ◽  
Vol 7 (6) ◽  
pp. 885-889 ◽  
Author(s):  
Xinxin Qi ◽  
Zhi-Peng Bao ◽  
Xiao-Feng Wu
Keyword(s):  
Sulfonyl Chlorides ◽  
Aryl Iodides ◽  
Palladium Catalyzed ◽  
Convenient Access

A palladium-catalyzed carbonylative transformation of aryl iodides and sulfonyl chlorides to thioesters has been studied.

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