Abstract

AbstractThe diastereoselective synthesis of 6‐aroyl‐3,5‐diarylspiro[cyclohexa‐2,4‐diene‐1,2′‐indolines] 4 possessing three stereocenters from 2,4,6‐triarylpyrylium perchlorates 1 and chiral methyleneindolines 3 (generated in situ by deprotonation of the corresponding 3H‐indolium perchlorates 2) in the presence of triethylamine/acetic acid in ethanol by a 2,5‐[C4+C2] pyrylium ring transformation is reported. Structure elucidation is performed by X‐ray structure determinations of the spiro[cyclohexadiene‐indolines] 4a, 4p and 4t. The influence of various substituents at C‐3 of the methyleneindolines 3 on the stereochemistry of the transformation, mechanistic details as well as spectroscopic data of the products 4 are discussed.

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 call

Disclaimer: 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.