On February 1, 2019, Modha, Sachin G.; Poethig, Alexander; Dreuw, Andreas; Bach, Thorsten published an article.Formula: C11H19ClO2 The title of the article was [6π] Photocyclization to cis-Hexahydrocarbazol-4-ones: Substrate Modification, Mechanism, and Scope. And the article contained the following:
Upon irradiation at λ = 366 nm, tertiary N-alkoxycarbonyl-N-aryl-β-enaminones, e.g., I, furnished exclusively the trans-hexahydrocarbazol-4-ones, e.g., II, by a conrotatory [6π] photocyclization but epimerized on silica to cis-hexahydrocarbazol-4-ones, e.g., III (14 examples, 44-98% yield). The acceptor substitution on the nitrogen atom enhanced the stability of the cyclized products compared to N-alkyl-N-aryl-β-enaminones reported previously. The mechanism of the [6π] photocyclization was investigated by quenching experiments, deuterium-labeling experiments, and DFT calculations, suggesting a triplet pathway for the conrotatory ring closure followed by a suprafacial [1,4] hydrogen migration. The experimental process involved the reaction of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl carbonochloridate(cas: 14602-86-9).Formula: C11H19ClO2
The Article related to cis hexahydrocarbazolone preparation intramol diastereoselective photocyclization alkoxycarbonylarylenaminone, hexahydrocarbazolone cis trans epimerization mechanistic study dft homo lumo and other aspects.Formula: C11H19ClO2
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics