Wu, Xingxing published the artcileStereoselective synthesis of atropisomeric acridinium salts by the catalyst-controlled cyclization of ortho-quinone methide iminiums, Recommanded Product: 4-Methoxy-N-methylaniline, the main research area is atropisomeric acridinium salt stereoselective preparation intramol Friedel Crafts electrocyclization; Acridiniums; Atropisomers; Brønsted Acid Catalysis; Ion-Paring Catalysis; Ortho-Quinone Methide Iminiums.
Quinone methides are fundamental intermediates for a wide range of reactions in which catalyst stereocontrol is often achieved by hydrogen bonding. Herein, we describe the feasibility of an intramol. Friedel-Crafts 6π electrocyclization through ortho-quinone methide iminiums stereocontrolled by a contact ion pair. A disulfonimide catalyst activates racemic trichloroacetimidate substrates and imparts stereocontrol in the cyclization step, providing a new avenue for selective ortho-quinone methide iminium functionalization. A highly stereospecific oxidation readily transforms the enantioenriched acridanes into rotationally restricted acridiniums. Upon ion exchange, the method selectively affords atropisomeric acridinium tetrafluoroborate salts in high yields and an enantio-enrichment of up to 93 : 7 e.r. We envision that ion-pairing catalysis over ortho-quinone methide iminiums enables the selective synthesis of a diversity of heterocycles and aniline derivatives with distinct stereogenic units.
Angewandte Chemie, International Edition published new progress about Atropisomers. 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Recommanded Product: 4-Methoxy-N-methylaniline.
Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem