Very Important Publication: Iridium‐Catalyzed Intramolecular Enantioselective CH Alkylation at the C‐2 Position of N‐Alkenylindoles

Abstract

Intramolecular enantioselective alkylation of N-alkenylindoles proceeded via C À H bond cleavage at the C-2 position in the presence of a cationic iridium catalyst with a diphosphine ligand. Aroyl groups at the C-3 position of the indoles operated as effective directing groups, and chiral 1-substituted-2,3-dihydro-1H-pyrrolo[1,2-a]indoles were obtained in high yield with excellent ee.

Cobalt(III)‐Catalyzed Construction of Benzofurans, Benzofuranones and One‐Pot Orthogonal C−H Functionalizations to Access Polysubstituted Benzofurans

“…Intramolecular C−H bond functionalization often proves to be very advantageous for manufacturing heterocyclic motifs with fused ring system by stitching a molecular unit with desirable regioselectivity . In this context, various research groups have reported the Rh, Ru, Ir, and Co‐catalyzed, directed intramolecular hydroarylation of olefin‐tethered arenes to synthesize several carbo and heterocycles –. The Park and Glorius groups, also described a Rh and Co‐catalyzed intramolecular hydroarylation reaction of alkyne‐tethered hydroxamic esters.…”

Influence of Aromatic Residues on the Material Characteristics of Aβ Amyloid Protofibrils at the Atomic Scale

“…Shibata and co‐workers reported an additional application of Ir‐catalyzed, enantioselective alkylation in the synthesis of tricyclic indoles 72. The protocol exploited a cationic Ir complex and a chiral phosphine ligand to afford the 5‐ exo ‐products in mostly good yields and in excellent ee s in most cases (Scheme ).…”

Transition Metal‐Catalyzed CH Activation of Indoles

“…[72] Thep rotocole xploited ac ationic Ir complex and ac hiral phosphine ligand to afford the 5-exo-products in mostly good yields and in excellent eesi nm ost cases( Scheme 27).…”

“…Reaction Coupling partner/reagent Catalyst References 1a rylation aryl halides Rh [25] 2P d [26,27,[31][32][33] 3a renes Pd [28][29][30] 4d iaryliodoniumsalts Pd [33,35] 5a rylboronr eagents Pd [36][37][38] 6R h, Ru [39,40] 7a rylsilanes Rh [41] 8P d [42] 9b enzoic acid Rh [43] 10 alkynylationa lkynes Pd [44] 11 alkenylationP d [46,[50][51][52]54,55] 12 alkenes Rh [48,53,59] 13 Ru [53b,60] 14 vinylcarboxylic acids Rh [61] 15 Ru [49] 16 alkynes Fe [56] 17 Co [58] 18 alkylation alkyl halides Pd [63,65] 19 Co [66] 20 Pd [70] 21 Fe [56] 22 alkenes Ir [67,71] 23 Co [69] 24 Ir [72] 25 acylationa ldehydes Pd [75] 26 Rh [76] 27 annulations Co [57] 28 Pd [77,…”