A Weinreb Amide Based Building Block for Convenient Access to β,β‐Diarylacroleins: Synthesis of 3‐Arylindanones

Abstract

Towards the synthesis of symmetrical and unsymmetrical , -diarylacroleins for assembling diarylmethine fragments present in biologically important molecules, we have developed a new Weinreb amide (WA) based building block, derived from propiolic acid. The WA functionality present in this

Transition‐Metal‐Free Synthesis of 1‐Indanone Skeleton: A Brief Update

“…In the course of their study, Tiwari and Aidhen employed chlorosulfonic acid (ClSO 3 H) for the annulation of 3,3‐diarylpropanoic acids 28 to obtain 3‐arylindanones 29 [35] . The reaction holds good particularly for 3,3‐diarylpropanoic acids with aryl rings bearing electron withdrawing functionalities such as, F, Cl, CF 3 resulting the desired indanones in good to excellent yield (Scheme 9).…”

Palladium‐Catalyzed Cascade Saegusa–Heck Reaction: Synthesis of β,β‐Diarylacroleins from Arylpropanals and Aryl Iodides

“…Some diaryl compounds can also be turned into β,β‐diarylacroleins, such as propargylic arylcarbinols (Scheme e) and diaryl ketones (Scheme f). In 2016, Tiwari and co‐workers developed a novel Weinreb amide to build β,β‐diarylacroleins through sequential Grignard reactions (Scheme g), which introduced flexibility to expand the reaction scope.…”

Design and Synthesis of Piperazine Sulfonamide Cores Leading to Highly Potent HIV-1 Protease Inhibitors

“…In order to simplify the synthesis of the initial proof of principal target, a simplified right-hand side derived from 3,3-bis(4-fluorophenyl)propanoic acid was utilized. 8 Synthesis of our initial design is outlined in Scheme 1. Commercially available racemic 1 was sulfonylated to afford piperazine sulfonamide 2.…”

“…The so-designed piperazine sulfonamide would retain the amine to form the key interaction with the Asp-25 A and Asp-25 B acidic residues, while the sulfonyl group would displace the bridging water and bind directly to the flap Ile50 A and Ile50 B residues. In order to simplify the synthesis of the initial proof of principal target, a simplified right-hand side derived from 3,3-bis­(4-fluorophenyl)­propanoic acid was utilized . Synthesis of our initial design is outlined in Scheme .…”