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Despite its potential, the direct conversion of indazoles into indoles remains underdeveloped. Here, we report the first catalytic method for the direct transformation of indazoles to indoles, enabling the replacement of a single nitrogen atom with a trifluoromethyl\u2010substituted carbon within a heteroaromatic framework. The reaction employs \u03b1\u2010trifluoromethyldiazosilane as a carbene precursor and a copper catalyst, proceeding via\n                    <jats:italic>N<\/jats:italic>\n                    \u2013\n                    <jats:italic>N<\/jats:italic>\n                    carbene insertion followed by a metal\u2010free silyl\u2010assisted rearrangement to achieve skeletal remodeling. This method features broad substrate scope, excellent functional group tolerance, and compatibility with complex drug molecules and gram\u2010scale synthesis, offering a versatile platform for late\u2010stage diversification.\n                  <\/jats:p>","DOI":"10.1002\/anie.9568677","type":"journal-article","created":{"date-parts":[[2026,5,15]],"date-time":"2026-05-15T16:43:18Z","timestamp":1778863398000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":7,"title":["Skeletal Rearrangement of Indazoles to Indoles With \u03b1\u2010Trifluoromethyl Diazosilanes"],"prefix":"10.1002","volume":"65","author":[{"given":"Peishen","family":"Jin","sequence":"first","affiliation":[{"name":"The Institute for Advanced Studies Engineering Research Center of Organosilicon Compounds &amp; Materials Ministry of Education State Key Laboratory of Metabolism and Regulation in Complex Organisms Wuhan University  Wuhan Hubei People's Republic of 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