Binary reducing agents containing dichloroindium hydride for the selective, partial, or tandem reductions of bifunctional compounds consisting of halo-nitriles, halo-esters and halo-carboxylic acids

Abstract

Selective, partial, or tandem reductions of bifunctional organic halides is reported.

Covalently crosslinked 1,2,4-triazolium-containing polyester networks prepared by Michael addition polymerization

“…The preparation of 6-bromohexan-1-ol has been previously reported [43]. To a 100-mL round-bottomed flask was dissolved 6-bromohexan-1-ol (2.00 g, 11.0 mmol) in toluene (20 mL).…”

Diisobutyl(morpholino)aluminum‐Enabled Partial Reductions with DIBALH: Highly Practical Synthesis of Aldehydes from Carboxylic Acid Derivatives

“…[9] Furthermore, DIBALH as mixed metal hydride with other metals like ZrCp 2 Cl 2 -DIBALH complex for reductive hydro-zirconation/hydroalumination of C=O bonds, [10] InCl 3 -DIBALH complex for reduction of bi-functional compounds are reported. [11] Based on the above scenario and utility of DIBALH in various transformations, we have been interested in the development of a method for partial reductions and related transformations. To address the limitations of existing methodologies in partial reduction of carboxylic acid derivatives, we recently reported the synthesis of aldehydes and ketones from carbonyl derivatives using a DIBALH and morpholine system.…”

“…In addition, the DIBALH and it's analogues reagents are reported for partial reduction of esters, acid chlorides, nitrites and amides [9] . Furthermore, DIBALH as mixed metal hydride with other metals like ZrCp 2 Cl 2 ‐DIBALH complex for reductive hydro‐zirconation/hydroalumination of C=O bonds, [10] InCl 3 ‐DIBALH complex for reduction of bi‐functional compounds are reported [11] …”

Selective Nitro Reduction of Ester Substituted Nitroarenes by NaBH4-FeCl2

“…21 However, for the reduction of some less-electronphilic functional groups, the reducibility of NaBH 4 needed to be enhanced by combining with transition metal catalysts. 22 23 24 25 26 27 28 29 30 Indeed, NaBH 4 combined transition metal such as Fe, 31 32 33 Co, 34 35 Ni 36 37 and Cu 38 39 are available for reducing nitroaromatics to the corresponding aromatic amines, nevertheless, these metal catalysts are associated with one or more problems such as necessity of using metal nanoparticles and was not commercially available, no assess the substrate scope, and poor selectivity, as it did in the case of the process development of vilazodone, of which the key intermediate ethyl 5-nitrobenzofuran-2-carboxylate ( 1a ) is envisioned to be reduced by NaBH 4 during our project development .…”