Asymmetric synthesis of dihydroquinazolinones via directed ortho metalation and addition to tert-butanesulfinyl imines was written by Rajapakse, Hemaka A.;Young, Mary Beth;Zhu, Hong;Charlton, Samantha;Tsou, Nancy N.. And the article was included in Tetrahedron Letters in 2005.Electric Literature of C11H14ClNO2 This article mentions the following:
An asym. route to dihydroquinazolinones via the addition of ortho metalated substrates to tert-butanesulfinyl imines is reported. The scope of the nucleophile and electrophile components and the absolute stereochem. outcome are presented. This method was applied to the asym. synthesis of (+)-3,4-dihydro-4-phenyl-3-[1-(phenylmethyl)-4-piperidinyl]-2(1H)-quinazolinone [i.e., (+)-SM-154811 hydrochloride]. In the experiment, the researchers used many compounds, for example, tert-Butyl (4-chlorophenyl)carbamate (cas: 18437-66-6Electric Literature of C11H14ClNO2).
tert-Butyl (4-chlorophenyl)carbamate (cas: 18437-66-6) belongs to organic chlorides. Organochlorines are organic compounds having multiple chlorine atoms. They were the first synthetic pesticides that were used in agriculture. They are resistant to most microbial and chemical degradations.While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available. Alkyl chlorides readily undergo attack by nucleophiles.Electric Literature of C11H14ClNO2
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics