Critical Ligand and Salt Effects in Organomagnesiate-Promoted 3,3-Disubstituted Phthalides Synthesis from 2-Iodobenzoate Derivatives was written by Touchet, Sabrina;Yeardley, Callum;O’Hara, Charles T.;Gros, Philippe C.. And the article was included in European Journal of Organic Chemistry in 2021.Formula: C9H8ClIO2 The following contents are mentioned in the article:
A convergent route using a metal halogen exchange (MHE) strategy was reported. Indeed MHE of easily available 2-iodobenzoate derivatives, using the bimetallic organomagnesiate complex (rac)-(BIPHEN)BuMgLi, where (rac)-BIPHEN is (rac)-5,5′,6,6′-tetramethyl-3,3′-di-t-butyl-1,1′-biphenyl-2,2′-diol, followed by addition of a ketone which led to an intramol. cyclization and the formation of a series of diverse 3,3-disubstituted isobenzofuranones in good yield. Among the several MHE agents investigated, (rac)-(BIPHEN)BuMgLi was the only one to make such a process possible with full tolerance of various reactive functional substituents useful for subsequent transformations. The synthetic pathway to access the magnesiate was found to play a prominent role in its reactivity. Therefore, the bimetallic magnesiate complex was characterized by solution-state 1H, 7Li and 1H DOSY NMR experiments This study involved multiple reactions and reactants, such as Ethyl 4-chloro-2-iodobenzoate (cas: 1020174-06-4Formula: C9H8ClIO2).
Ethyl 4-chloro-2-iodobenzoate (cas: 1020174-06-4) belongs to iodide derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Formula: C9H8ClIO2
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com