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In the Barbier variant of the Grignard synthesis, the generation of air\u2010 and moisture\u2010sensitive Grignard reagents occurs concurrently with their reaction with an electrophile. Although operationally simpler, the classic Barbier approach suffers from low yields due to multiple side reactions, thereby limiting the scope of its application. Here, we report a mechanochemical adaptation of the Mg\u2010mediated Barbier reaction, which overcomes these limitations and facilitates the coupling of versatile organic halides (e.g., allylic, vinylic, aromatic, aliphatic) with a diverse range of electrophilic substrates (e.g., aromatic aldehydes, ketones, esters, amides,\n                    <jats:italic>O<\/jats:italic>\n                    \u2010benzoyl hydroxylamine, chlorosilane, borate ester) to assemble C\u2212C, C\u2212N, C\u2212Si, and C\u2212B bonds. The mechanochemical approach has the advantage of being essentially solvent\u2010free, operationally simple, immune to air, and surprisingly tolerant to water and some weak Br\u00f8nsted acids. Notably, solid ammonium chloride was found to improve yields in the reactions of ketones. Mechanistic studies have clarified the role of mechanochemistry in the process, indicating the generation of transient organometallics facilitated by improved mass transfer and activation of the surface of magnesium metal.\n                  <\/jats:p>","DOI":"10.1002\/anie.202305775","type":"journal-article","created":{"date-parts":[[2023,6,30]],"date-time":"2023-06-30T04:36:18Z","timestamp":1688099778000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":28,"title":["Mechanochemistry\u2010Amended Barbier Reaction as an Expedient Alternative to Grignard Synthesis**"],"prefix":"10.1002","volume":"62","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-7086-3771","authenticated-orcid":false,"given":"Jagadeesh","family":"Varma Nallaparaju","sequence":"first","affiliation":[{"name":"Department of Chemistry and Biotechnology Tallinn University of Technology  Akadeemia tee 15 12618 Tallinn Estonia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4827-4268","authenticated-orcid":false,"given":"Tatsiana","family":"Nikonovich","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biotechnology Tallinn University of Technology  Akadeemia tee 15 12618 Tallinn Estonia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4356-1732","authenticated-orcid":false,"given":"Tatsiana","family":"Jarg","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biotechnology Tallinn University of Technology  Akadeemia tee 15 12618 Tallinn Estonia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3250-0179","authenticated-orcid":false,"given":"Danylo","family":"Merzhyievskyi","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biotechnology Tallinn University of Technology  Akadeemia tee 15 12618 Tallinn Estonia"},{"name":"Department of Chemistry of Bioactive Nitrogen-containing Heterocyclic Bases, V. P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry National Academy of Sciences of Ukraine  Academician Kukhar Str. 1 02094 Kyiv Ukraine"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6571-7596","authenticated-orcid":false,"given":"Riina","family":"Aav","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biotechnology Tallinn University of Technology  Akadeemia tee 15 12618 Tallinn Estonia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2664-4491","authenticated-orcid":false,"given":"Dzmitry G.","family":"Kananovich","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biotechnology Tallinn University of Technology  Akadeemia tee 15 12618 Tallinn Estonia"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2023,7,21]]},"reference":[{"key":"e_1_2_7_1_1","unstructured":"For recent reviews see:"},{"key":"e_1_2_7_2_2","doi-asserted-by":"publisher","DOI":"10.1002\/cssc.202200362"},{"key":"e_1_2_7_3_2","doi-asserted-by":"publisher","DOI":"10.3390\/cryst13010124"},{"key":"e_1_2_7_4_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201906755"},{"key":"e_1_2_7_5_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.202001245"},{"key":"e_1_2_7_6_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-0036-1590854"},{"key":"e_1_2_7_7_2","doi-asserted-by":"publisher","DOI":"10.1039\/C7SC05371A"},{"key":"e_1_2_7_8_2","doi-asserted-by":"publisher","DOI":"10.1039\/D1CS00657F"},{"key":"e_1_2_7_9_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202115030"},{"key":"e_1_2_7_10_1","doi-asserted-by":"publisher","DOI":"10.1039\/C2CC35694E"},{"key":"e_1_2_7_11_1","unstructured":"\u00a0"},{"key":"e_1_2_7_12_2","doi-asserted-by":"publisher","DOI":"10.1021\/acssuschemeng.1c07981"},{"key":"e_1_2_7_13_2","doi-asserted-by":"publisher","DOI":"10.1021\/acssuschemeng.1c06434"},{"key":"e_1_2_7_14_1","unstructured":"For reviews see:"},{"key":"e_1_2_7_15_2","doi-asserted-by":"publisher","DOI":"10.1038\/s44160-022-00106-4"},{"key":"e_1_2_7_16_2","doi-asserted-by":"publisher","DOI":"10.1039\/D1CC05697B"},{"key":"e_1_2_7_17_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.0c00142"},{"key":"e_1_2_7_18_1","unstructured":"For recent examples see:"},{"key":"e_1_2_7_19_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41565-020-00809-9"},{"key":"e_1_2_7_20_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202207118"},{"key":"e_1_2_7_21_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202108752"},{"key":"e_1_2_7_22_1","unstructured":"\u00a0"},{"key":"e_1_2_7_23_2","doi-asserted-by":"publisher","DOI":"10.1021\/op9901801"},{"key":"e_1_2_7_24_2","doi-asserted-by":"publisher","DOI":"10.1039\/c3gc40702k"},{"key":"e_1_2_7_25_1","doi-asserted-by":"publisher","DOI":"10.1071\/CH01166"},{"key":"e_1_2_7_26_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules25030570"},{"key":"e_1_2_7_27_1","doi-asserted-by":"publisher","DOI":"10.1002\/adma.202008685"},{"key":"e_1_2_7_28_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-021-26962-w"},{"key":"e_1_2_7_29_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202116514"},{"key":"e_1_2_7_30_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.9b02876"},{"key":"e_1_2_7_31_1","doi-asserted-by":"publisher","DOI":"10.1039\/b303783e"},{"key":"e_1_2_7_32_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2010.12.035"},{"key":"e_1_2_7_33_1","doi-asserted-by":"publisher","DOI":"10.1081\/SCC-200030967"},{"key":"e_1_2_7_34_1","unstructured":"\u00a0"},{"key":"e_1_2_7_35_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja981020s"},{"key":"e_1_2_7_36_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo982497p"},{"key":"e_1_2_7_37_1","unstructured":"For reviews see:"},{"key":"e_1_2_7_38_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-1977-24261"},{"key":"e_1_2_7_39_2","doi-asserted-by":"crossref","unstructured":"C. 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