Theoretical Study and Rational Design of Noncovalent Interactions Enable Organocatalytic Divergent [2+2] and [4+2] Annulations

Organic Letters 2026

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Authors: Xinghua Wang, Siyan Miao, Yu Lan, Xian Li, Yue Wang, Shihan Liu, K Yanbo Zhang, 姚昌盛, Donghui Wei
DOI: 10.1021/acs.orglett.6c00750
Cited by: 1
References: 44

Abstract

Organocatalytic regiodivergent annulations represent a challenging yet powerful strategy for the rapid construction of structurally distinct products. Herein, we employ theoretical studies to reveal how noncovalent interactions govern divergent [2+2] and [4+2] annulation pathways catalyzed by N-heterocyclic carbene (NHC) and isothiourea. Guided by computational insights, the NHC structure was strategically redesigned to modulate its noncovalent interaction profile, thereby switching its original regioselectivity. Experimental validation confirmed the predictions, underscoring the pivotal role of noncovalent interactions in controlling the regioselectivity.

Fields of Study & Subjects

Axial and Atropisomeric Chirality Synthesis Synthesis and Properties of Aromatic Compounds Nonlinear Dynamics and Pattern Formation

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
20
Pages
6165–6170
Publication date
7 May 2026
Language
EN