Acyl iodides in organic synthesis: IV. Reaction of acetyl iodide with carboxylic acids
In contrast to acyl chlorides, reactions of acetyl iodide with monocarboxylic acids follow the exchange pattern to give the corresponding acyl iodides and acetic acid. The reaction attracts interest from the preparative viewpoint as a simple and convenient route to acyl iodides. Acetyl iodide reacts with phthalic acid, yielding acetic acid and phthalic anhydride, while the reaction of acetyl iodide with oxalic acid leads to formation of acetic acid, carbon(II) oxide, and molecular iodine.
Benzoyl Halides as Alternative Precursors for the Colloidal Synthesis of Lead-Based Halide Perovskite Nanocrystals
We propose here a new colloidal approach for the synthesis of both all-inorganic and hybrid organic-inorganic lead halide perovskite nanocrystals (NCs). The main limitation of the protocols that are currently in use, such as the hot injection and the liga
A mild method for the replacement of a hydroxyl group by halogen. 1. Scope and chemoselectivity
α-Chloro-, bromo- and iodoenamines, which are readily prepared from the corresponding isobutyramides have been found to be excellent reagents for the transformation of a wide variety of alcohols or carboxylic acids into the corresponding halides. Yields are high and conditions are very mild thus allowing for the presence of sensitive functional groups. The reagents can be easily tuned allowing therefore the selective monohalogenation of polyhydroxylated molecules. The scope and chemoselectivity of the reactions have been studied and reaction mechanisms have been proposed.
Iodide as an activating agent for acid chlorides in acylation reactions
Acid chlorides can be activated using a simple iodide source to undergo nucleophilic attack from a variety of relatively weak nucleophiles. These include Friedel-Crafts acylation of N-methylpyrroles, N-acylation of sulfonamides, and acylation reactions of hindered phenol derivatives. The reaction is believed to proceed through a transient acid iodide intermediate.
Wakeham, Russell J.,Taylor, James E.,Bull, Steven D.,Morris, James A.,Williams, Jonathan M. J.
supporting information
p. 702 - 705
(2013/04/11)
Formation of carboxylic acid halides by the reactions of halogens with acetyl-, (phenylacetyl)-, and benzoylchlorobis(triphenylphosphine)platinum(II) and acetyl-, (phenylacetyl)-, and benzoylchloro(triphenylphosphine)palladium(II) complexes
The reactions of the acylmetal complexes trans-[M(PPh3)2Cl(RCO)] where M is Pt or Pd and R is CH3, C6H5CH2, or C6H5 with the halogens (X2) chlorine, bromine
Kubota, Mitsuru,Boegeman, Scott C.,Keil, Robert N.,Webb, Carl G.
p. 1616 - 1620
(2008/10/08)
The Synthesis of Acyl Iodides
-
Hoffmann, H. M. R.,Haase, Klaus
p. 715 - 719
(2007/10/02)
Element-organische Verbindungen; 9. Mitteilung. Synthese von Carbonsaeure-bromiden und Carbonsaeure-iodiden mit Hilfe von Halogentrimethylsilanen