A1 Journal article (refereed)
Iron(III) chloride as mild catalyst for the dearomatizing cyclization of N-acylindoles (2020)

Zhang, J., Li, J., Ward, J. S., Truong, K.-N., Rissanen, K., & Albrecht, M. (2020). Iron(III) chloride as mild catalyst for the dearomatizing cyclization of N-acylindoles. Journal of Organic Chemistry, 85(19), 12160-12174. https://doi.org/10.1021/acs.joc.0c01373

JYU authors or editors

Publication details

All authors or editors: Zhang, Jingyu; Li, Jing; Ward, Jas S; Truong, Khai-Nghi; Rissanen, Kari; Albrecht, Markus

Journal or series: Journal of Organic Chemistry

ISSN: 0022-3263

eISSN: 1520-6904

Publication year: 2020

Publication date: 28/08/2020

Volume: 85

Issue number: 19

Pages range: 12160-12174

Publisher: American Chemical Society (ACS)

Publication country: United States

Publication language: English

DOI: https://doi.org/10.1021/acs.joc.0c01373

Publication open access: Not open

Publication channel open access: 

Publication is parallel published (JYX): https://jyx.jyu.fi/handle/123456789/71659

Abstract

A catalytic approach for the preparation of indolines by dearomatizing cyclization is presented. FeCl3 acts as a catalyst to afford tetracyclic 5a,6-dihydro-12H-indolo[2,1-b][1,3]benzoxazin-12-ones in good yields. The cyclization also proceeds with tosylamides forming C-N bonds in 53 % yield.

Keywords: catalysis; catalysts; organic chemistry; chemical compounds

Free keywords: indoliini

Contributing organizations

Ministry reporting: Yes

VIRTA submission year: 2020

JUFO rating: 2