Nitrene equivalent mediated metal-free ring expansions of alkylidenecyclopropanes and an alkylidenecyclobutane

Yong Liang; Lei Jiao; Yuanyuan Wang; Yuanyuan Chen; Linge Ma; Jiaxi Xu; Shiwei Zhang; Zhi-Xiang Yu

doi:10.1021/ol062504t

Nitrene equivalent mediated metal-free ring expansions of alkylidenecyclopropanes and an alkylidenecyclobutane

Org Lett. 2006 Dec 7;8(25):5877-9. doi: 10.1021/ol062504t.

Authors

Yong Liang¹, Lei Jiao, Yuanyuan Wang, Yuanyuan Chen, Linge Ma, Jiaxi Xu, Shiwei Zhang, Zhi-Xiang Yu

Affiliation

¹ Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Beijing National Laboratory for Molecular Sciences, College of Chemistry, Peking University, Beijing 100871, China.

PMID: 17134295
DOI: 10.1021/ol062504t

Abstract

The ring expansion of small-ring compounds provides a powerful method for the construction of various cyclic compounds. Herein, nitrene equivalent mediated metal-free ring expansions of alkylidenecyclopropanes (ACPs) and an alkylidenecyclobutane (ACB) were described. In this synthesis, a series of aryl-substituted cyclobutylidene and cyclopentylidene hydrazine derivatives were obtained under mild conditions in moderate to good yields. [reaction: see text]