Gold-Catalyzed Cascade Cycloisomerization of 3-Allyloxy-1,6-diynes to Cyclopropyl- and Cyclobutyl-Fused Benzofurans and Chromen-3a(1 H)-ols

Zeliang Wang; Jichao Chen; Lei Yu; Chunyu Zhang; Weidong Rao; Philip Wai Hong Chan

doi:10.1021/acs.orglett.4c00705

Gold-Catalyzed Cascade Cycloisomerization of 3-Allyloxy-1,6-diynes to Cyclopropyl- and Cyclobutyl-Fused Benzofurans and Chromen-3a(1 H)-ols

Org Lett. 2024 Apr 5;26(13):2635-2640. doi: 10.1021/acs.orglett.4c00705. Epub 2024 Mar 25.

Authors

Zeliang Wang¹, Jichao Chen¹, Lei Yu², Chunyu Zhang¹, Weidong Rao¹, Philip Wai Hong Chan²

Affiliations

¹ Jiangsu Co-Innovation Center for Efficient Processing and Utilization of Forest Resources, College of Chemical Engineering, Nanjing Forestry University, Nanjing, Jiangsu 210037, China.
² School of Chemistry, Monash University, Clayton, Victoria 3800, Australia.

PMID: 38526487
DOI: 10.1021/acs.orglett.4c00705

Abstract

A synthetic method for the efficient preparation of partially hydrogenated benzo[f]cyclobuta[cd]cyclopenta[h]benzofurans and cyclopropa[c]chromen-3a(1H)-ols that relies on the gold(I)-catalyzed cascade cycloisomerization of 3-allyloxy-1,6-diynes is described.