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This protocol established a versatile and general platform for the controllable synthesis of fused pyrrole architectures, which is particularly suitable for the efficient construction of challenging medium-sized and macrocyclic fused pyrrole systems. Mechanistic investigations and control experiments revealed that the copper catalyst served a triple functional role throughout the transformation: as a Lewis acid to trigger propargyl\u2013allenyl isomerizations, as a catalytic hub to orchestrate ordered isocyanide insertions, and as a mediator of Ullmann-type coupling through an intramolecular N-arylation pathway. In addition, isocyanide acted concurrently as a C1 and C1N1 synthon, enabling the first unified implementation of imidoylation, cyanation, and ketenimination within a single [3+2] cyclization. Significantly, the synthetic utilities were further highlighted through late-stage modification of pharmaceutical molecules, formal syntheses of antipsychotic drug FPPQ, and potent antibacterial activity against Escherichia coli and Staphylococcus aureus.<\/jats:p>","DOI":"10.1021\/acs.orglett.6c02408","type":"journal-article","created":{"date-parts":[[2026,7,21]],"date-time":"2026-07-21T04:01:21Z","timestamp":1784606481000},"page":"9654-9660","source":"Crossref","is-referenced-by-count":1,"title":["Copper-Catalyzed\nCascades Enable Fused Pyrroles with\nTunable Ring Sizes"],"prefix":"10.1021","volume":"28","author":[{"given":"Yingying","family":"Shan","sequence":"first","affiliation":[{"name":"Qufu Normal University , , , ,","place":["Qufu, Shandong, China, 273165"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Daiying","family":"Lv","sequence":"additional","affiliation":[{"name":"Qufu Normal University , , , ,","place":["Qufu, Shandong, China, 273165"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Chunling","family":"Wu","sequence":"additional","affiliation":[{"name":"Environmental Protection Scientific Research and Design Company Ltd. , , ,","place":["Hangzhou, Zhejiang, China, 310000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jianming","family":"Li","sequence":"additional","affiliation":[{"name":"Sun Yat-sen University , , ,","place":["Guangzhou, China, 510006"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jia","family":"Wang","sequence":"additional","affiliation":[{"name":"Qufu Normal University , , , ,","place":["Qufu, Shandong, China, 273165"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Haining","family":"Wu","sequence":"additional","affiliation":[{"name":"Xijing Hospital, Fourth Military Medical University , , ,","place":["Xi\u2019an, China, 710032"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Haosheng","family":"Liang","sequence":"additional","affiliation":[{"name":"Qufu Normal University , , , ,","place":["Qufu, Shandong, China, 273165"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Dianpeng","family":"Chen","sequence":"additional","affiliation":[{"name":"Qufu Normal University , , , ,","place":["Qufu, Shandong, China, 273165"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,7,21]]},"reference":[{"key":"2026073109273306000_cit1a","doi-asserted-by":"publisher","first-page":"5550","DOI":"10.1039\/D0QO01574A","article-title":"Recent\nprogress in the total synthesis of pyrrole-containing natural products\n(2011\u20132020)","volume":"8","author":"Singh","year":"2021","journal-title":"Org. 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