DMAP-Catalyzed One-Pot Synthesis of Quinazoline-2,4-diones from 2-Aminobenzamides and Di-tert-butyl Dicarbonate | Zendy

Hui Chen | Zendy; Peng Li | Zendy; Rongfei Qin | Zendy; Hong Yan | Zendy; Gang Li | Zendy; Haihong Huang | Zendy

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DMAP-Catalyzed One-Pot Synthesis of Quinazoline-2,4-diones from 2-Aminobenzamides and Di-tert-butyl Dicarbonate

Author(s) -

Hui Chen,

Peng Li,

Rongfei Qin,

Hong Yan,

Gang Li,

Haihong Huang

Publication year - 2020

Publication title -

acs omega

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.779

H-Index - 40

ISSN - 2470-1343

DOI - 10.1021/acsomega.0c01104

Subject(s) - quinazoline , catalysis , yield (engineering) , chemistry , combinatorial chemistry , reaction conditions , medicinal chemistry , organic chemistry , materials science , metallurgy

The one-pot synthesis of quinazoline-2,4-diones was developed in the presence of 4-dimethylaminopyridine (DMAP) by metal-free catalysis. The commercially available (Boc) 2 O acted as a key precursor in the construction of the 2-position carbonyl of quinazolinediones. The p -methoxybenzyl (PMB)-activated heterocyclization could smoothly proceed at room temperature instead of the microwave condition. This strategy is compatible with a variety of substrates with different functional groups. Furthermore, this protocol was utilized to smoothly prepare Zenarestat with a total yield of 70%.

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