TY - JOUR
T1 - Cesium Carboxylate-Promoted Iridium Catalyzed C-H Amidation/Cyclization with 2,2,2-Trichloroethoxycarbonyl Azide
AU - Zhang, Tao
AU - Wang, Zhen
AU - Hu, Xuejiao
AU - Yu, Meng
AU - Deng, Tianning
AU - Li, Guigen
AU - Lu, Hongjian
N1 - Funding Information:
We are grateful for financial support by National Natural Science Foundation of China (21332005, 21472085) and Qing Lan Project.
Publisher Copyright:
© 2016 American Chemical Society.
PY - 2016/6/3
Y1 - 2016/6/3
N2 - An Ir(III)-catalyzed direct C-H amidation/cyclization of benzamides using 2,2,2-trichloroethoxycarbonyl azide (TrocN3) as the aminocarbonyl source is reported. With the aid of cesium carboxylate, the reactions proceed efficiently and with high regioselectivity, producing various functionalized quinazoline-2,4(1H,3H)-diones, which are important building blocks and key synthetic intermediates for biologically and medicinally important compounds. During the reactions, two new C-N bonds were formed by breaking C-H and N-H bonds sequence.
AB - An Ir(III)-catalyzed direct C-H amidation/cyclization of benzamides using 2,2,2-trichloroethoxycarbonyl azide (TrocN3) as the aminocarbonyl source is reported. With the aid of cesium carboxylate, the reactions proceed efficiently and with high regioselectivity, producing various functionalized quinazoline-2,4(1H,3H)-diones, which are important building blocks and key synthetic intermediates for biologically and medicinally important compounds. During the reactions, two new C-N bonds were formed by breaking C-H and N-H bonds sequence.
UR - http://www.scopus.com/inward/record.url?scp=84973615697&partnerID=8YFLogxK
U2 - 10.1021/acs.joc.6b00818
DO - 10.1021/acs.joc.6b00818
M3 - Article
AN - SCOPUS:84973615697
VL - 81
SP - 4898
EP - 4905
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 11
ER -