Abstract
In this work, we report a practical method for alkylation of saturated heterocycles with chloroacetone yielding prochiral heterocyclic ketones, including previously not described molecules. The desired building blocks were obtained with high yields in hydrochloric salt forms, without the need for chromatographic purification.
Highlights
In this work, we report a practical method for alkylation of saturated heterocycles with chloroacetone yielding prochiral heterocyclic ketones, including previously not described molecules
Prochiral aminoketones bearing different saturated heterocycles represent an important group of building blocks that can be utilized for the synthesis of active pharmaceutical ingredients containing polyamines (such as selective P2X3 receptor antagonist RO-85 for inflammatory pain (1) [1], potential anticancer agent LPA2 (EDG4) antagonists [2], anti-inflammatory Cancer Osaka thyroid (COT) kinase inhibitors [3], potential antimalarial 4-aminoquinoline derivatives [4]), amino alcohols (such as analgesic 5-HT receptor agonists (2) [5]) and oximes (Fig. 1)
A variety of reactions can be employed for the synthesis of the saturated heterocyclic aminoketones (Fig. 2), such as Grignard-type substitution (I) [7], intermolecular α-carbonyl carbene insertion (II) [8], alkylation with chloroacetone (III) [9], Rabe amination (IV) [10], alcohol amination (V) [11] and multicomponent alkylation (VI) [12]
Summary
A variety of reactions can be employed for the synthesis of the saturated heterocyclic aminoketones (Fig. 2), such as Grignard-type substitution (I) [7], intermolecular α-carbonyl carbene insertion (II) [8], alkylation with chloroacetone (III) [9], Rabe amination (IV) [10], alcohol amination (V) [11] and multicomponent alkylation (VI) [12]. We describe a rapid and catalyst-free method for the synthesis of different aminoketones starting from the respective saturated heterocycles
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
