An article Synthetic and Computational Studies on Rh-III-Catalyzed Redox-Neutral Cascade of Carbenoid Functionalization and Dephosphonylative Annulation WOS:000656056500006 published article about CROSS-COUPLING REACTIONS; C BOND FORMATION; ALPHA-PYRONES; METAL CARBENE; DENSITY FUNCTIONALS; BASIS-SETS; ISOCOUMARINS; ARYLATION; TOSYLHYDRAZONES; INSERTION in [Bera, Suvankar; Sarkar, Debabrata; Pathi, Vijay Babu; Pakrashy, Sourav; Banerji, Biswadip] Indian Inst Chem Biol CSIR IICB, Organ & Med Chem Div, Kolkata 700032, India; [Mondal, Partha; Datta, Ayan] Indian Assoc Cultivat Sci, Sch Chem Sci, Kolkata 700032, India; [Banerji, Biswadip] Indian Inst Chem Biol CSIR IICB, Acad Sci & Innovat Res AcSIR, Kolkata 700032, India in 2021, Cited 67. Category: isothiazole. The Name is 3-Methylbenzoic acid. Through research, I have a further understanding and discovery of 99-04-7
A Rh(III)-catalyzed regioselective redox-neutral cascade process of carbenoid functionalization followed by dephosphonylative annulation of benzoic acids with alpha-diazo-beta-keto phosphonate has been realized, which led to the direct synthesis of a privileged 3-substituted isocoumarin scaffold. To the best of our knowledge, this is the first report of a complete redox neutral method to synthesize isocoumarins using C-H functionalization strategy. In the catalytic cycle of this reaction, there are two possible pathways for the C-C coupling between ortho-positioned carbon atom of benzoic acid and the diazo carbon atom: (i) concerted 1,2-aryl shift and (ii) stepwise metal-carbene formation followed by migratory insertion. DFT study has predicted that the concerted pathway has lower activation energy as compared to the stepwise pathway by 1.5 kcal/mol.
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Reference:
Isothiazole – Wikipedia,
,Isothiazole – ScienceDirect.com