16824-02-5Relevant articles and documents
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Nelsen
, p. 2693,2697 (1973)
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Synthesis of Enantioenriched Phthalide and Isoindolinone Derivatives from 2-Formylbenzoic Acid
Niedek, Dominik,Schuler, S?ren M.M.,Eschmann, Christian,Wende, Raffael C.,Seitz, Alexander,Keul, Felix,Schreiner, Peter R.
, p. 371 - 382 (2016/12/24)
Transformations of 2-formylbenzoic acid provide direct access to a series of heterocyclic organic compounds such as phthalides and isoindolinones. Here, we use (+)-cinchonine as a catalyst in conjunction with nonafluoro-tert-butanol as a hydrogen-bond donor to afford enantiomerically enriched acylated 3-hydroxyphthalides with up to 99% yield and 90% ee through dynamic kinetic resolution. Moreover, various 3-alkoxyphthalides as well as 2-alkyl-3-hydroxy-1-isoindolinones were synthesized from 2-formylbenzoic acid.
Transition metal-catalyzed addition reactions of arylboronic acids with alkyl 2-formylbenzoates: Efficient access to chiral 3-substituted phthalides
Xing, Chun-Hui,Liao, Yuan-Xi,He, Ping,Hu, Qiao-Sheng
supporting information; experimental part, p. 3010 - 3012 (2010/08/05)
Transition metal-catalyzed addition of arylboronic acids to 2-formylbenzoates afforded 3-substituted phthalides. By using SPINOL-based phosphites as ligands, a Rh(i)-catalyzed asymmetric version of such an addition reaction was achieved. The Royal Society of Chemistry 2010.
New efficient route to fused aryltetrahydroindolizinones via N-Acyliminium intermediates
Chiurato, Matteo,Routier, Sylvain,Troin, Yves,Guillaumet, Gerald
scheme or table, p. 3011 - 3021 (2009/11/30)
Straightforward routes to fused tetrahydroindolizinones by two routes A and B, starting either from. 2-formylbenzoic acid and esters or from, β-hydroxy lactones via acyl iminium ions, are described. A plausible mechanism and limitations are given. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009.
