TY - JOUR

T1 - Domino Cyclization Reaction of o-Diisocyanoarenes for the Synthesis of Imidazo[1,2-a]pyridinobenzimidazole Backbones

AU - Дарьин, Дмитрий Викторович

AU - Красавин, Михаил Юрьевич

AU - Balalaie, Saeed

AU - Rezaei-Gohar, Mohammad

AU - Rominger, Frank

PY - 2023/7/24

Y1 - 2023/7/24

N2 - An efficient procedure to access a variety of connected imidazo[1,2-a]pyridine and benzimidazole skeletons through the C-N bond was described as a new type of Buchwald-Hartwig reaction. Furthermore, the bis(imidazo[1,2-a]pyridin-3-yl)aryl-1,2-diamine scaffolds were obtained by changing the equivalent ratio of the starting materials. Some advantages of the protocol are the formation of four new bonds (C═C, C-N), a transition-metal-free reaction, a broad substrate scope, high yields, and mild reaction conditions. The reaction mechanism was confirmed on the basis of DFT calculations.

AB - An efficient procedure to access a variety of connected imidazo[1,2-a]pyridine and benzimidazole skeletons through the C-N bond was described as a new type of Buchwald-Hartwig reaction. Furthermore, the bis(imidazo[1,2-a]pyridin-3-yl)aryl-1,2-diamine scaffolds were obtained by changing the equivalent ratio of the starting materials. Some advantages of the protocol are the formation of four new bonds (C═C, C-N), a transition-metal-free reaction, a broad substrate scope, high yields, and mild reaction conditions. The reaction mechanism was confirmed on the basis of DFT calculations.

UR - https://www.mendeley.com/catalogue/bf92781b-5ac9-39b9-9bfa-56c400225e99/

U2 - 10.1021/acs.orglett.3c02137

DO - 10.1021/acs.orglett.3c02137

M3 - Article

VL - 25

SP - 5682

EP - 5686

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 30

ER -