Direct Transformation of Alkylarenes into N‐(Pyridine‐2‐yl)amides by C(sp3)–C(sp3) Bond Cleavage. Issue 41 (29th September 2020)

• Record Type: Journal Article
• Authors: Zhou, Haipin; Liu, Yanpeng; Xia, Haidong; Xu, Jinyi; Wang, Tingfang; Xu, Shengtao
• Is Part Of: European journal of organic chemistry. Issue 41(2020)
• Page Start: 6468
• Page End: 6473
• Publication Date: 2020-09-29
• Subjects: C–C bond cleavage -- Metal free -- N‐heterocyclic amides -- Water; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.202001137
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : C(sp 3 )–H bond functionalization and C(sp 3 )–C(sp 3 ) bond cleavage are very challenging transformations in chemistry. Herein, we report a mild and green methodology for the construction of N ‐(pyridine‐2‐yl)amides via tandem C(sp 3 )–H activation/C–C bond cleavage of alkylarenes. Various N ‐heterocyclic amides were directly synthesized from alkylarenes in water in moderate to good yields. Abstract : A mild and green methodology for the construction of N ‐(pyridine‐2‐yl)amides from alkylarenes and 2‐aminopyridine in one step was developed. Various alkylarenes were directly transformed into the corresponding N ‐(pyridine‐2‐yl)amides through tandem C(sp 3 )–H bond activation/oxidative cyclization/C–C bond cleavage.