Visible‐Light‐Mediated 5‐exo‐dig Cyclizations of Amidyl Radicals. Issue 15 (6th February 2017)

• Record Type: Journal Article
• Authors: Reina, Daniel Fernandez; Dauncey, Elizabeth M.; Morcillo, Sara P.; Svejstrup, Thomas D.; Popescu, Mihai V.; Douglas, James J.; Sheikh, Nadeem S.; Leonori, Daniele
• Other Names: König Burkhard guestEditor.
• Is Part Of: European journal of organic chemistry. Issue 15(2017)
• Page Start: 2108
• Page End: 2111
• Publication Date: 2017-02-06
• Subjects: Radicals -- Single‐electron transfer -- Radical reactions -- 5‐exo‐dig -- Cyclization; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201601607
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : A visible‐light‐mediated synthesis of 5‐methylene‐pyrrolidinones is reported. This constitutes to the first reported example of a 5‐ exo ‐ dig hydroamination reaction involving a nitrogen‐centered radical. Abstract : Visible‐light irradiation of electron‐poor aryloxyamides in the presence of K2 CO3 leads to the formation of amidyl radicals that undergo 5‐ exo ‐ dig hydroamination–cyclization reactions to yield 5‐methylene‐pyrrolidinones.