The reaction of arylmethyl isocyanides and arylmethylamines with xanthate esters: a facile and unexpected synthesis of carbamothioates
| Autor: | Kanchugarakoppal S. Rangappa, Paris E. Georghiou, Chandra, Shofiur Rahman, Kuppalli R Kiran, Seegehalli M Anil, Ahmad I. Alrawashdeh, Toreshettahally R. Swaroop, Maralinganadoddi P. Sadashiva, Abdullah Alodhayb, Narasimhamurthy Rajeev |
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| Jazyk: | angličtina |
| Rok vydání: | 2020 |
| Předmět: |
Quantum chemical
Sodium sodium hydride Condensation Organic Chemistry chemistry.chemical_element carbamothioates benzylamines intrinsic reaction coordinate analysis Full Research Paper Sodium hydride lcsh:QD241-441 chemistry.chemical_compound Chemistry isocyanides chemistry lcsh:Organic chemistry Computational chemistry Density functional theory lcsh:Q Xanthate lcsh:Science density functional theory xanthate esters |
| Zdroj: | Beilstein Journal of Organic Chemistry, Vol 16, Iss 1, Pp 159-167 (2020) Beilstein Journal of Organic Chemistry |
| ISSN: | 1860-5397 |
| Popis: | An unexpected formation of carbamothioates by a sodium hydride-mediated reaction of arylmethyl isocyanides with xanthate esters in DMF is reported. The products thus obtained were compared with the carbamothioates obtained by the sodium hydride-mediated condensation of the corresponding benzylamines and xanthate esters in DMF. To account for these unexpected reactions, a mechanism is proposed in which the key steps are supported by quantum chemical calculations. |
| Databáze: | OpenAIRE |
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