- An expedient, efficient and solvent-free synthesis of T3P-mediated amidation of benzhydrols with poorly reactive N-nucleophiles under MW irradiation
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An expedient, efficient, economical, environmentally benign, and solvent free amidation protocol of benzhydrols with less reactive nitrogen nucleophiles assisted by propylphosphonic anhydride (T3P) under microwave irradiation has been developed. The methodology has been deployed for a wide range of heterocycles and electron-withdrawing & electron-donating groups. The protocol resulted in good to excellent yields under the given conditions (26 examples, 68-93% yield).
- Cheruku, Srinivas,Manikyanally, Kumara N.,Mantelingu, Kempegowda,Nagarakere, Sandhya C.,Narayana, Yatheesh,Rangappa, Kanchugarakoppal S.,Sunilkumar, Makanahalli P.
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p. 4421 - 4426
(2022/03/14)
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- Interweaving Visible-Light and Iron Catalysis for Nitrene Formation and Transformation with Dioxazolones
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Herein, visible-light-driven iron-catalyzed nitrene transfer reactions with dioxazolones for intermolecular C(sp3)-N, N=S, and N=P bond formation are described. These reactions occur with exogenous-ligand-free process and feature satisfactory to excellent yields (up to 99 %), an ample substrate scope (109 examples) under mild reaction conditions. In contrast to intramolecular C?H amidations strategies, an intermolecular regioselective C?H amidation via visible-light-induced nitrene transfer reactions is devised. Mechanistic studies indicate that the reaction proceeds via a radical pathway. Computational studies show that the decarboxylation of dioxazolone depends on the conversion of ground sextet state dioxazolone-bounding iron species to quartet spin state via visible-light irradiation.
- Tang, Jing-Jing,Yu, Xiaoqiang,Wang, Yi,Yamamoto, Yoshinori,Bao, Ming
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p. 16426 - 16435
(2021/05/13)
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