2020
DOI: 10.1016/j.tet.2020.131341
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Synthesis of benzazepinoisoindolinone and bridged tricyclic isoindolinone derivatives

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Cited by 6 publications
(5 citation statements)
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“…According to the previous methods developed by our group, 13 the starting materials N -acetal-substituted-3-acyl isoindolinones ( 1 ) are readily available from a one-pot reaction of o-lithiated aromatic imines with carbon monoxide followed by the use of acyl chlorides as the electrophiles under mild reaction conditions on a gram scale (see the ESI†). With compounds 1 in hand, we were able to explore their reactivity under acid-catalyzed conditions (Table 1).…”
Section: Resultsmentioning
confidence: 99%
See 1 more Smart Citation
“…According to the previous methods developed by our group, 13 the starting materials N -acetal-substituted-3-acyl isoindolinones ( 1 ) are readily available from a one-pot reaction of o-lithiated aromatic imines with carbon monoxide followed by the use of acyl chlorides as the electrophiles under mild reaction conditions on a gram scale (see the ESI†). With compounds 1 in hand, we were able to explore their reactivity under acid-catalyzed conditions (Table 1).…”
Section: Resultsmentioning
confidence: 99%
“…12 Among them, our former studies on the convenient synthesis of 3-position functionalized isoindolinone derivatives provided a basis for the efficient transformation of fused morpholines and isochromenopyridinones. 13 Herein, we report an efficient synthesis method for 3-ethoxy/hydroxy-3,4-dihydro-6 H -[1,4]-oxazino-[3,4- a ]-isoindol-6-ones and 6 H -isochromeno-[4,3- b ]-pyridin-6-ones via acid-catalyzed intramolecular reactions of isoindolinones under mild conditions.…”
Section: Introductionmentioning
confidence: 99%
“…17 The formation of isoindolin-1-ones 1 has been achieved through the addition of Grignard reagent to 2-(N-sulnylimines)benzoate esters followed by the intramolecular lactamization. [18][19][20] Other strategies involved the modication of other isoindolin-1-one moieties such as alkylation of isoindolin-1-ones at C3 position, 21,22 hydrogenation of 3-alkylideneisoindolin-1-ones, 23,24 or reduction of 3-hydroxyisoindolin-1-ones. 25,26 In spite of these robust methodologies, a facile, rapid and straightforward approach to efficiently generate biologically active isoindolin-1-ones 1 should be still developed.…”
Section: Introductionmentioning
confidence: 99%
“…[1][2][3][4] Because of their unique pharmacological and biological activity, they are widely used in the synthesis of medicines and pesticides. [5][6][7][8] They exhibit diverse biological activities such as antibacterial, [9] antiparkinsonian, [10] antiinflammatory, [11] antipsychotic, [12] antihypertensive, [13] anticancer, [14] and selective NaV1.7 blocking activity [15] . Isoindolin-1one derivatives, which are nitrogen-containing heterocycles, are also used as important key intermediates of many useful organic compounds and natural products.…”
Section: Introductionmentioning
confidence: 99%