Irradiation of Bifunctional Masked Ketone Pro-Aromatics Unveils Autoinductive Autocatalysis via Electron Donor–Acceptor (EDA) Complexes
Year: 2025
Type: article
Abstract: We disclose an autocatalytic electron donor-acceptor (EDA) strategy by reutilizing redox auxiliary byproducts as in situ acceptors, enabling an external initiator-free activation of pro-aromatic dihydroquinazolinones (DHQZs). Spectroscopic and DFT data support the Lewis acid-enhanced aggregate formation where DHQZ serves as both donor and latent acceptor through its quinazolinone byproduct. Kinetic studies reveal a kinetic profile specifically representing autoinductive autocatalysis. This platform enables Giese-type acylation/alkylation, desulfonylation, and Minisci reactions, forging C-C, C-N, C-S, and C-Se bonds under mild conditions.
Source: Organic Letters
Authors: Cheng-Lin Chan, Yong-Ting Tsao, Aira Shayne Paculba, Pei-Shan Lin, Zong-Nan Tsai, Hung-Hsuan Chiu, Risa Kunitake, Ming-Jia Chiu, Chun-Chi Yeh, Cheng-Chau Chiu, Hsuan-Hung Liao
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
Estimated APC paid: $4,500
Awards: G5638975588, G8771427970
OpenAlex ID: W4413611490