Amide-Directed Cobalt(III)-Catalyzed C–H Amidation of Ferrocenes

Abstract

The amide-directed cobalt­(III)-catalyzed C–H amidation of ferrocene carboxamides using 1,4,2-dioxazol-5-ones as robust and efficient amidating reagents has been developed. This reaction proceeds efficiently under mild reaction conditions with good functional group tolerance, providing expedient access to a broad range of ferrocenes containing a nitrogen group on the Cp ring.

Recent Progress in the C−N Bond Formation via High‐Valent Group 9 Cp*M(III)‐Catalyzed Directed sp2 C−H Activation

“…This protocol demonstrates carboxylates enabled ferrocene C−H amidation with dioxazolones 7 , which presents an appreciable substrate scope and functional group tolerance (Scheme 14b). Likewise, in 2019, Shi and co‐workers [19c] revealed an achiral perspective of amide‐directed C−H amidation on ferrocene carboxamides 42 by utilizing dioxazolone 7 under cobalt(III) catalysis (Scheme 14c). After a while, this group designed an enantioselective approach of this strategy employing mono protected amino acids 46 (MPAAs) as chiral ligands [19d] .…”

Recent Advances in Base Metal (Copper, Cobalt and Nickel)-Catalyzed Directed C—H Amination

“…图式 37 亚砜肟导向的钴催化 C(sp 2 )-H 胺化反应 Scheme 37 Sulfoximine-directed cobalt-catalyzed C(sp 2 )-H amination 史炳锋课题组 [95] 通过酰胺导向实现了钴催化二噁 唑酮对二茂铁甲酰胺的碳氢键酰胺化反应(Scheme 38, a). 该反应可以在温和的条件下高效进行, 且具有良好 的官能团兼容性, 能够方便地合成胺基取代的二茂铁衍 生物.…”

Cp*Co(III)‐Catalyzed o‐Amidation of Benzaldehydes with Dioxazolones Using Transient Directing Group Strategy

“…In this regard, Cp*Co(III) catalysts [10] have been utilized for CÀ H bond amidation by Chang [11] and later by Jiao, [12] Ackermann, [13] Li, [14] Matsunaga, [15] Sundararaju [16] and others. [17] Interestingly, Dong [7c] and co-workers reported Cp*Rh(III)-catalyzed amidation via in situ generation of a traceless directing group through combination of aldehydes and dioxazolones. Additionally, Zhang [7d] reported an elegant H 2 O promoted amidation of benzaldehydes under Cp*Rh catalysis.…”