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Herein, cooperative catalytic systems comprising 2\u2010aminopyridine\u2013BH<jats:sub>3<\/jats:sub> and DIC\u2013BH<jats:sub>3<\/jats:sub> are disclosed, which enable unprecedented chemoselective C3\u2010methylation of indoles under mild conditions (1\u2009atm CO<jats:sub>2<\/jats:sub>). This strategy delivers two distinct product classes through controlled reduction: 3\u2010methylindoles (up to 81% yield) and diindolylmethanes (up to 82% yield) with excellent functional group tolerance. This protocol offers novel synthetic routes for the synthesis of indole\u2010based bioactive molecules.<\/jats:p>","DOI":"10.1002\/cssc.202500594","type":"journal-article","created":{"date-parts":[[2025,4,15]],"date-time":"2025-04-15T06:39:36Z","timestamp":1744699176000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Selective Organocatalytic Synthesis of 3\u2010Methylindoles and Diindolylmethanes through Reductive Methylation of Indoles with CO<sub>2<\/sub>"],"prefix":"10.1002","volume":"18","author":[{"given":"He","family":"Zhang","sequence":"first","affiliation":[{"name":"Hubei Engineering Research Center for Photochemistry and Technology Engineering Research Centre of Photoenergy Utilization for Pollution Control and Carbon Reduction Ministry of Education College of Chemistry Central China Normal University  152 Luoyu Road Wuhan Hubei 430079 P. R. 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