Metal-Catalyzed Cascade Reactions between Alkynoic Acids and Dinucleophiles: A Review
نویسندگان
چکیده
Cascade reactions provide a straightforward access to many valuable compounds and reduce considerably the number of steps synthetic sequence. Among domino multicomponent processes that involve alkynes, cascade reaction between alkynoic acids C-, N-, O- S-aminonucleophiles stands out as particularly powerful tool for one-pot construction libraries nitrogen-containing heterocyclic with scaffold diversity molecular complexity. This reaction, based on an initial metal-catalyzed cycloisomerization generates alkylidene lactone intermediate, was originally catalyzed by gold(I) catalysts, along silver salts or Brönsted acid additives, but other alternative metal catalysts have emerged in last decade well different media. review examines existing literature topic acetylenic dinucleophiles discusses aspects concerning substrate/catalyst ratio every catalyst system, nature aminonucleophile involved substrate scope. In addition, solvents are also considered, insight into pathway possible intermediates is provided.
منابع مشابه
Transition Metal-Catalyzed Decarboxylative Coupling Reactions of Alkynyl Carboxylic Acids
The decarboxylative couplings of alkynyl carboxylic acids are an attractive area of research in organic chemistry, because the structure of aryl alkyne is one of the important building blocks for the synthesis of p-conjugated compounds. The use of alkynyl carboxylic acid as an alkyne source has several advantages in handling and storage. As a catalyst, palladium, copper, nickel, and silver were...
متن کاملMetal-Catalyzed Hydrocarbon Conversion Reactions†
Palladium-catalyzed acetylene trimerization and the metathesis of olefins catalyzed by molybdenum and its oxides are investigated in ultrahigh vacuum and at high pressures. Benzene is formed on Pd(111) by the reaction between adsorbed acetylene and a surface C4 metallocycle. The resulting benzene evolves in temperature-programmed desorption in two distinct states. The low-temperature state is p...
متن کاملInvestigations into Transition-Metal-Catalyzed Arene Trifluoromethylation Reactions Transition-Metal-Catalyzed Arene Trifluoromethylation Reactions
Trifluoromethyl-substituted arenes and heteroarenes are widely prevalent in pharmaceuticals and agrochemicals. As a result, the development of practical methods for the formation of aryl–CF3 bonds has become an active field of research. Over the past five years, transition-metal-catalyzed cross-coupling between aryl–X (X = halide, organometallic, or H) and various ‘CF3’ reagents has emerged as ...
متن کاملDoes metabolite channeling accelerate enzyme-catalyzed cascade reactions?
Metabolite or substrate channeling is a direct transfer of metabolites from one enzyme to the next enzyme in a cascade. Among many potential advantages of substrate channeling, acceleration of the total reaction rate is considered as one of the most important and self-evident. However, using a simple model, supported by stochastic simulations, we show that it is not always the case; particularl...
متن کاملEfficient synthesis of chiral cyclic acetals by metal and Brønsted acid co-catalyzed enantioselective four-component cascade reactions.
Four-component Mannich reactions subsequently followed by an intramolecular oxo-Michael addition were developed to efficiently produce chiral cyclic acetals with high diastereoselectivity and enantioselectivity.
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Catalysts
سال: 2023
ISSN: ['2073-4344']
DOI: https://doi.org/10.3390/catal13030495