Synthesis 2018; 50(02): 349-360
DOI: 10.1055/s-0036-1591487
paper
© Georg Thieme Verlag Stuttgart · New York

Catalyst-Free Regioselective Nazarov Cyclization of Aryl Allenyl Ketones

Authors


We are grateful to the National Natural Science Foundation of China (21302169), the Natural Science Foundation of Zhejiang Province (LQ16B020001), the Science Foundation of Zhejiang Sci-Tech University (13062121-Y), and the Program for Innovative Research Team of Zhejiang Sci-Tech University (13060052-Y) for financial support.
Further Information

Publication History

Received: 03 August 2017

Accepted after revision: 13 September 2017

Publication Date:
09 October 2017 (online)


Graphical Abstract

Abstract

The catalyst-free Nazarov cyclization of aryl allenyl ketones under thermal condition is developed. Various densely functionalized 2,3-dihydroindanones or indenones are readily produced in moderate to excellent yields. Significantly, this procedure features high functional group tolerance and exclusive regioselectivity. The resulting substituted 2,3-dihydroindanones can be conveniently converted into valuable conjugated benzofulvene building blocks.

Supporting Information