Organocatalytic [4 + 2] cyclizations of para-quinone methide derivatives with isocyanates. Issue 27 (26th June 2019)

• Record Type: Journal Article
• Authors: Cheng, Yu-Chun; Wang, Cong-Shuai; Li, Tian-Zhen; Gao, Feng; Jiao, Yinchun; Shi, Feng
• Is Part Of: Organic & biomolecular chemistry. Volume 17:Issue 27(2019)
• Page Start: 6662
• Page End: 6670
• Publication Date: 2019-06-26
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c9ob00918c
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : The first [4 + 2] cyclizations of o -hydroxyphenyl-substituted p -quinone methide derivatives with isocyanates have been established under the catalysis of Brønsted acids or Brønsted bases, which efficiently constructed benzoxazin-2-one frameworks in generally high yields. Abstract : The first [4 + 2] cyclizations of para -quinone methide derivatives with isocyanates have been established under the catalysis of Brønsted acids or Brønsted bases, which efficiently constructed benzoxazin-2-one frameworks in generally high yields (up to 95%). This reaction will not only enrich the research contents of para -quinone methide-involved cyclization reactions but also provide a useful method for constructing biologically important benzoxazin-2-one frameworks.