2004
DOI: 10.1002/anie.200454243
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A Silver‐Catalyzed Intramolecular Amidation of Saturated CH Bonds

Abstract: Opportunities with silver: A dinuclear silver(I) compound was found to efficiently catalyze the intramolecular amidation of saturated CH bonds of carbamates and sulfamates (see scheme). This highly regioselective, stereospecific reaction offers a practical method for the construction of cyclic nitrogen‐containing organic molecules.

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Cited by 222 publications
(79 citation statements)
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“…In 2004, He and coworkers reported that a disilver (I) complex 10 (Scheme 1) catalyzed intramolecular amidation of sp 3 C-H bonds in both carbamates and sulfamates [28]. Using AgNO 3 (4 mol%) with tBu 3 tpy (4-6 mol%) as the catalyst and PhI(OAc) 2 (2.0 equiv.)…”
Section: Intramolecular Amination/amidationmentioning
confidence: 99%
“…In 2004, He and coworkers reported that a disilver (I) complex 10 (Scheme 1) catalyzed intramolecular amidation of sp 3 C-H bonds in both carbamates and sulfamates [28]. Using AgNO 3 (4 mol%) with tBu 3 tpy (4-6 mol%) as the catalyst and PhI(OAc) 2 (2.0 equiv.)…”
Section: Intramolecular Amination/amidationmentioning
confidence: 99%
“…Silver-catalyzed nitrene insertion into C-H bonds was first explored in detail by the He group [17]. The dinuclear complex [Ag 2 (tBu 3 tpy) 2 (NO 3 )](NO 3 ) enabled the intramolecular cyclization of sulfamates and carbamates to amines using PhI(OAc) 2 as the oxidant (Table 5).…”
Section: Catalytic C-h Amination Reactions With Silver(i) Complexesmentioning
confidence: 99%
“…The reaction with combinations of other ligands and silver (I) salts occurs with lower yields [101]. …”
Section: Intramolecular C-h Amidationmentioning
confidence: 99%