{"id":121850,"date":"2021-04-23T00:58:52","date_gmt":"2021-04-23T07:58:52","guid":{"rendered":"https:\/\/lifeboat.com\/blog\/2021\/04\/csp3-h-methylation-enabled-by-peroxide-photosensitization-and-ni-mediated-radical-coupling"},"modified":"2021-04-23T00:58:52","modified_gmt":"2021-04-23T07:58:52","slug":"csp3-h-methylation-enabled-by-peroxide-photosensitization-and-ni-mediated-radical-coupling","status":"publish","type":"post","link":"https:\/\/lifeboat.com\/blog\/2021\/04\/csp3-h-methylation-enabled-by-peroxide-photosensitization-and-ni-mediated-radical-coupling","title":{"rendered":"C(sp3)\u2013H methylation enabled by peroxide photosensitization and Ni-mediated radical coupling"},"content":{"rendered":"<p><a class=\"aligncenter blog-photo\" href=\"https:\/\/lifeboat.com\/blog.images\/csp3-h-methylation-enabled-by-peroxide-photosensitization-and-ni-mediated-radical-coupling3.jpg\"><\/a><\/p>\n<p>In pharmaceutical research, swapping out hydrogens for methyl groups is a frequent strategy to optimize small-molecule properties. Vasilopoulos <i>et al.<\/i> report a versatile, convenient, and comparatively safe method for methylation of carbon centers adjacent to nitrogen or aryl rings. Under carefully optimized conditions, di-tert-butyl peroxide plays a dual role as oxidant and methyl source. Cleaving the O\u2013O bond through photosensitization produces butoxyl radicals, some of which cleave substrate C\u2013H bonds, whereas others release methyl radicals that a nickel catalyst delivers to those activated substrates.<\/p>\n<p><i>Science<\/i>, this issue p. [398][1]<\/p>\n<p>The \u201cmagic methyl\u201d effect describes the change in potency, selectivity, and\/or metabolic stability of a drug candidate associated with addition of a single methyl group.<\/p>\n","protected":false},"excerpt":{"rendered":"<p>In pharmaceutical research, swapping out hydrogens for methyl groups is a frequent strategy to optimize small-molecule properties. Vasilopoulos et al. report a versatile, convenient, and comparatively safe method for methylation of carbon centers adjacent to nitrogen or aryl rings. Under carefully optimized conditions, di-tert-butyl peroxide plays a dual role as oxidant and methyl source. Cleaving [\u2026]<\/p>\n","protected":false},"author":513,"featured_media":0,"comment_status":"open","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[11],"tags":[],"class_list":["post-121850","post","type-post","status-publish","format-standard","hentry","category-biotech-medical"],"_links":{"self":[{"href":"https:\/\/lifeboat.com\/blog\/wp-json\/wp\/v2\/posts\/121850","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/lifeboat.com\/blog\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/lifeboat.com\/blog\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/lifeboat.com\/blog\/wp-json\/wp\/v2\/users\/513"}],"replies":[{"embeddable":true,"href":"https:\/\/lifeboat.com\/blog\/wp-json\/wp\/v2\/comments?post=121850"}],"version-history":[{"count":0,"href":"https:\/\/lifeboat.com\/blog\/wp-json\/wp\/v2\/posts\/121850\/revisions"}],"wp:attachment":[{"href":"https:\/\/lifeboat.com\/blog\/wp-json\/wp\/v2\/media?parent=121850"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/lifeboat.com\/blog\/wp-json\/wp\/v2\/categories?post=121850"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/lifeboat.com\/blog\/wp-json\/wp\/v2\/tags?post=121850"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}