66655-67-2Relevant articles and documents
A Novel Synthesis of Selenium-Containing Heterocyclic Compounds. Carbonylation of Ortho-Substituted Anilines with Carbon Monoxide in the Presence of Selenium
Yoshida, Tohru,Kambe, Nobuaki,Murai, Shinji,Sonoda, Noboru
, p. 1611 - 1613 (1987)
-
Synthesis of substituted 3,4-dihydroquinazolinonesviaa metal free Leuckart-Wallach type reaction
Bokale-Shivale, Suvarna,Amin, Mohammad A.,Sawant, Rajiv T.,Stevens, Marc Y.,Turanli, Lewend,Hallberg, Adam,Waghmode, Suresh B.,Odell, Luke R.
, p. 349 - 353 (2021/02/09)
The 3,4-dihydroquinazolinone (DHQ) moiety is a highly valued scaffold in medicinal chemistry due to the vast number of biologically-active compounds based on this core structure. Current synthetic methods to access these compounds are limited in terms of diversity and flexibility and often require the use of toxic reagents or expensive transition-metal catalysts. Herein, we describe the discovery and development of a novel cascade cyclization/Leuckart-Wallach type strategy to prepare substituted DHQs in a modular and efficient process using readily-available starting materials. Notably, the reaction requires only the addition of formic acid or acetic acid/formic acid and produces H2O, CO2and methanol as the sole reaction byproducts. Overall, the reaction provides an attractive entry point into this important class of compounds and could even be extended to isotopic labellingviathe site-selective incorporation of a deuterium atom.
Effective approach to ureas through organocatalyzed one-pot process
Wang, Mingliang,Han, Jilai,Si, Xiaojia,Hu, Yimin,Zhu, Jidong,Sun, Xun
supporting information, p. 1614 - 1618 (2018/03/28)
An efficient approach to N, N′-unsymmetrically substituted ureas 9 has been developed through the ammonolysis process of N-Boc protected anilines 7 with amines prompted by 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD). Moreover, a convenient protocol for the
