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Herein, to fully leverage a third aspect of molecular diversity enabled by the selenium\u2013nitrogen exchange (SeNEx) reaction between alkynes and benzoselenazolones, a novel CuI\u2010catalyzed three\u2010component reaction has been successfully developed. This reaction integrates SeNEx with CuAAC click chemistry, enabling rapid and regioselective synthesis of 1,4,5\u2010trisubstituted 5\u2010seleno\u20101,2,3\u2010triazoles with high atom economy and good to excellent yields (65 examples, 50%\u201395%). Notably, this MCR demonstrates excellent functional group tolerance and features modular, predictable, robust, mild reaction conditions, and operational simplicity (air and water compatibility). Extensive mechanism studies have revealed that this reaction proceeds by a unique SeNEx\u2010CuAAC tandem reaction pathway, distinguishing it from conventional copper(I)\u2010catalyzed interrupted click reactions. Importantly, a mononuclear \u03c3\u2010bound copper(I)\u2010acetylide\n                    <jats:bold>Cu1<\/jats:bold>\n                    was synthesized and confirmed to be an efficient catalyst for the SeNEx reaction. This discovery provides crucial mechanistic insights into the preferential reactivity of alkynyl groups toward SeNEx over CuAAC. Furthermore, preliminary biological activity screening identified compound\n                    <jats:bold>14<\/jats:bold>\n                    as a potent inhibitor of\n                    <jats:italic>Escherichia coli<\/jats:italic>\n                    \u2010glucuronidase (EcGUS), with an IC\n                    <jats:sub>50<\/jats:sub>\n                    value of 3.16 \u00b5M. These findings underscore the significant potential of this MCR in synthetic chemistry, medical chemistry, and chemical biology.\n                  <\/jats:p>","DOI":"10.1002\/anie.202500942","type":"journal-article","created":{"date-parts":[[2025,2,26]],"date-time":"2025-02-26T02:56:45Z","timestamp":1740538605000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":26,"title":["Multicomponent Reaction Integrating Selenium(II)\u2013Nitrogen Exchange (SeNEx) Chemistry and Copper\u2010Catalyzed Azide\u2013Alkyne Cycloaddition (CuAAC)"],"prefix":"10.1002","volume":"64","author":[{"given":"Wei","family":"Hou","sequence":"first","affiliation":[{"name":"College of Pharmaceutical Science &amp; Green Pharmaceutical Collaborative Innovation Center of Yangtze River Delta Region Zhejiang University of Technology  Hangzhou 310014 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Zhejiang University of Technology  Hangzhou 310014 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yan","family":"Wang","sequence":"additional","affiliation":[{"name":"Shanghai Institute for Advanced Immunochemical Studies ShanghaiTech University  Shanghai 201210 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Keren","family":"Xu","sequence":"additional","affiliation":[{"name":"College of Pharmaceutical Science &amp; Green Pharmaceutical Collaborative Innovation Center of Yangtze River Delta Region Key Laboratory of Marine Fishery Resources Exploitment &amp; Utilization of Zhejiang Province Zhejiang University of Technology  Hangzhou 310014 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Shaoneng","family":"Hou","sequence":"additional","affiliation":[{"name":"College of Pharmaceutical Science &amp; Green Pharmaceutical Collaborative Innovation Center of Yangtze River Delta Region Zhejiang University of Technology  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