β‐Bromoethylphthalimide

Abstract

β‐bromoethylphthalimide product: β‐bromoethylphthalimide intermediate: β‐hydroxyethylphthalimide

Synthesis of Sulfur-Containing Tricyclic Ring Systems by Means of Photoinduced Decarboxylative Cyclizations

“…[9] For standard procedures for the synthesis of N-(halogenoalkyl)phthalimides, see ref. [8] and ref. [11] For a standard procedure for the synthesis of methyl (mercaptoalkyl)carboxylates, see ref.…”

“…The NScheme 1. Synthesis of starting materials 1aϪ1k and 2 (hydroxyalkyl)phthalimides were prepared from phthalic anhydride and the corresponding amino alcohols [8] or phthalimide and formaldehyde, [9] respectively. Compounds 1a, 1b, and 1h were synthesized by an alternative method based on the work of Gong and Iwasawa, [10] by condensation of N-(hydroxymethyl)phthalimide and the mercaptocarboxylic acid in a mixture of trifluoromethaneacetic acid and trifluorosulfonic acid.…”

“…Compounds 1a, 1b, and 1h were synthesized by an alternative method based on the work of Gong and Iwasawa, [10] by condensation of N-(hydroxymethyl)phthalimide and the mercaptocarboxylic acid in a mixture of trifluoromethaneacetic acid and trifluorosulfonic acid. All other compounds were obtained after transformation of the hydroxy derivatives into the halogenated phthalimides using PBr 3 (for m Ն 2) [8] or thionyl chloride (for m ϭ 1), [11] coupling [5] with the methyl mercaptocarboxylates (prepared according to ref. [12] ), and hydrolysis to give the free acids 1 and 2.…”

One pot synthesis of benzyltriphenylphosphonium acetates from the corresponding activated benzylic alcohols

“…The alcohols 3, 15 9-12, 14 and 15 were prepared by reduction with NaBH 4 from the corresponding aldehyde 16 and 23 as previously reported. 17 Elemental analyses were obtained from vacuum-dried samples (over phosphorous pentoxide at 3-4 mm Hg, 24 h at room temperature) and performed on a Fisons EA 1108 CHNS-O analyzer. NMR spectra were acquired with a Bruker DPX-400 instrument at 303 K, in approximately 10 % w/v solution, using the standard sequences for the HMQC and HMBC experiments and samples were dissolved in the indicated deuterated solvents.…”

Novel triazole-based ligands and their zinc(ii) and nickel(ii) complexes with a nitrogen donor environment as potential structural models for mononuclear active sites

“…The reagent 7 was prepared according to the reported procedure. 29 Melting points were determined on a Kofler micro hot stage. The NMR spectra were recorded at 302 K either on a Bruker Avance DPX 300 or Avance III 500 MHz spectrometer operating at 300 MHz (or 500 MHz) and 75.5 MHz (or 125 MHz) for 1 H and 13 C. The 1 H NMR spectra are referenced with respect to TMS as the internal standard.…”