A Cu(NTf 2 ) 2 -Catalyzed Tandem Mannich-Cyclization Process of N -Boc-1,2,3,4-tetrahydroisoquinolin-1-ols with α-Aryl α-Diazo Ketones for the Construction of Substituted α-2-Furanyl Tetrahydro-1-isoquinolinemethanols

Xin Li; Nai-Xuan Liu; Jian Sun; Ya-Nan Li; Jingbo Zhou; Bangguo Wei

doi:10.1021/acs.orglett.6c00590

A Cu(NTf 2 ) 2 -Catalyzed Tandem Mannich-Cyclization Process of N -Boc-1,2,3,4-tetrahydroisoquinolin-1-ols with α-Aryl α-Diazo Ketones for the Construction of Substituted α-2-Furanyl Tetrahydro-1-isoquinolinemethanols

Organic Letters 2026

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Authors: Xin Li, Nai-Xuan Liu, Jian Sun, Ya-Nan Li, Jingbo Zhou, Bangguo Wei

DOI: 10.1021/acs.orglett.6c00590

Cited by: 1

References: 76

Abstract

An efficient approach to access α-2-furanyl tetrahydro-1-isoquinolinemethanols by a tandem sequence, including Mannich reaction, 1,4-diketone cyclization, and aromatization-driven cyclization, has been developed, starting from N -Boc-1,2,3,4-tetrahydroisoquinolin-1-ols and α-aryl α-diazo ketones. A series of substituted α-2-furanyl tetrahydro-1-isoquinolinemethanols were obtained in moderate to excellent yields and excellent selectivities (>19:1 trans: cis ).

Fields of Study & Subjects

Cyclopropane Reaction Mechanisms Catalytic C–H Functionalization Methods Traditional and Medicinal Uses of Annonaceae

Publication details

Journal / source: Organic Letters
Publisher: American Chemical Society (ACS)
Volume: 28
Issue: 15
Pages: 4693–4699
Publication date: 6 April 2026
Language: EN

References 76