One-Pot Divergent Synthesis of Benzoxazines and Dihydroquinolines from Morita-Baylis-Hillman Alcohols

Wang, Tao1,2; Chen, Xuling1,2; Li, Pengfei1,2

2022-08-12

10.1002/ejoc.202200767

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY   Impact Factor & Quartile

1434-193X

1099-0690

Benzoxazines and hydroquinolines have been prepared by a one-pot process via catalyst-controlled divergent annulations of Morita-Baylis-Hillman (MBH) alcohols. In the presence of diazabicyclo[2.2.2]octane, MBH alcohols reacted with Boc(2)O to form MBH carbonates, followed by intramolecular annulation to give 4H-benzo[d][1,3]oxazines. Divergently, the combination of Bu4NBr and NaOH enabled the formation of 1,2-dihydroquinolines from the same starting materials.

Benzoxazines 1 2-Dihydroquinolines Divergent Synthesis MBH Alcohol One-pot

SCI

English

First ; Corresponding

National Natural Science Foundation of China[21871128] ; Guangdong Innovative Program[2019BT02Y335] ; Guangdong Provincial Key Laboratory of Catalysis[2020B121201002]

Chemistry

Chemistry, Organic

WOS:000837359100001

WILEY-V C H VERLAG GMBH

CHEMISTRY

Web of Science

1.Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Guangdong Prov Key Lab Catalysis, Coll Sci, Shenzhen 518055, Peoples R China
2.Southern Univ Sci & Technol, Dept Chem, Guangdong Prov Key Lab Catalysis, Coll Sci, Shenzhen 518055, Peoples R China

Wang, Tao,Chen, Xuling,Li, Pengfei. One-Pot Divergent Synthesis of Benzoxazines and Dihydroquinolines from Morita-Baylis-Hillman Alcohols[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,2022,2022(30).

Wang, Tao,Chen, Xuling,&Li, Pengfei.(2022).One-Pot Divergent Synthesis of Benzoxazines and Dihydroquinolines from Morita-Baylis-Hillman Alcohols.EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,2022(30).

Wang, Tao,et al."One-Pot Divergent Synthesis of Benzoxazines and Dihydroquinolines from Morita-Baylis-Hillman Alcohols".EUROPEAN JOURNAL OF ORGANIC CHEMISTRY 2022.30(2022).