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A Mannich\u2010type reaction between quinazolin\u20104\u2010ones and <jats:italic>N<\/jats:italic>\u2010Cbz propanal in the presence of AgOTf afforded quinazolinones (19\u201394% isolated yield) bearing a newly formed heterocycle with an alkylamine appendage that, upon <jats:italic>N<\/jats:italic>\u2010Cbz deprotection and basification, triggered a domino rearrangement to afford 45 separable, ring\u2010fused products. Several compounds inhibited growth of <jats:italic>Naegleria fowleri<\/jats:italic> parasites that can cause a lethal human brain infection. Thus, the methodology provides immediate access to a promising anti\u2010amoebic scaffold.<\/jats:p>","DOI":"10.1002\/adsc.202300994","type":"journal-article","created":{"date-parts":[[2023,11,21]],"date-time":"2023-11-21T08:51:14Z","timestamp":1700556674000},"page":"4567-4575","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["Mannich\u2010Type Condensation and Domino Quinazolinone\u2010Amidine Rearrangement Affords Ring\u2010Fused Mackinazolinones with Anti\u2010Amoebic Activity"],"prefix":"10.1002","volume":"365","author":[{"given":"Matthew S.","family":"Lish","sequence":"first","affiliation":[{"name":"Department of Chemistry University of Wisconsin-Madison  Madison Wisconsin 53706 United States"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jillian E.","family":"Milanes","sequence":"additional","affiliation":[{"name":"Eukaryotic Pathogens Innovation Center Department of Genetics and Biochemistry Clemson University  Clemson South Carolina 29634 United States"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Kyana M.","family":"Sanders","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Wisconsin-Madison  Madison Wisconsin 53706 United States"},{"name":"Molecular Structure Laboratory Department of Chemistry University of Wisconsin-Madison  1101 University Avenue Madison Wisconsin 53706 United States"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ilia A.","family":"Guzei","sequence":"additional","affiliation":[{"name":"Molecular Structure Laboratory Department of Chemistry University of Wisconsin-Madison  1101 University Avenue Madison Wisconsin 53706 United States"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"James C.","family":"Morris","sequence":"additional","affiliation":[{"name":"Eukaryotic Pathogens Innovation Center Department of Genetics and Biochemistry Clemson University  Clemson South Carolina 29634 United States"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6813-3710","authenticated-orcid":false,"given":"Jennifer E.","family":"Golden","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Wisconsin-Madison  Madison Wisconsin 53706 United States"},{"name":"School of Pharmacy Division of Pharmaceutical Sciences University of Wisconsin-Madison  Madison WI 53705 United States"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2023,12,6]]},"reference":[{"key":"e_1_2_2_2_1","unstructured":"\u00a0"},{"key":"e_1_2_2_3_2","doi-asserted-by":"publisher","DOI":"10.3390\/molecules28030978"},{"key":"e_1_2_2_4_2","first-page":"794","volume":"20","author":"Demeunynck M.","year":"2013","journal-title":"Curr. 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