In(OTf)3-Catalyzed Synthesis of 2,3-Dihydro-1 H-benzo[ e]indoles and 2,3-Dihydrobenzofurans via [3 + 2] Annulation

Shuxuan Liu; Yu Zang; Hai Huang; Jianwei Sun

doi:10.1021/acs.orglett.0c02729

In(OTf)₃-Catalyzed Synthesis of 2,3-Dihydro-1 H-benzo[ e]indoles and 2,3-Dihydrobenzofurans via [3 + 2] Annulation

Org Lett. 2020 Nov 6;22(21):8219-8223. doi: 10.1021/acs.orglett.0c02729. Epub 2020 Oct 9.

Authors

Shuxuan Liu¹, Yu Zang¹, Hai Huang¹, Jianwei Sun^{1

2}

Affiliations

¹ Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, School of Petrochemical Engineering, Changzhou University, Changzhou 213164, China.
² Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong, SAR, China.

PMID: 33034458
DOI: 10.1021/acs.orglett.0c02729

Abstract

An In(OTf)₃-catalyzed intermolecular [3 + 2] annulation for the synthesis of 2,3-dihydro-1H-benzo[e]indoles and 2,3-dihydrobenzofurans from readily available substrates has been achieved. This approach takes advantage of oxetane and para-quinone methide as important functional units in the key intermediate. β-Naphthylamines and phenols have been demonstrated as excellent reaction partners.