The author of 《Catalyst-free ambient temperature synthesis of isoquinoline-fused benzimidazoles from 2-alkynylbenzaldehydes via alkyne hydroamination》 were Mishra, Manisha; Twardy, Dylan; Ellstrom, Clifford; Wheeler, Kraig A.; Dembinski, Roman; Torok, Bela. And the article was published in Green Chemistry in 2019. Electric Literature of C7H5BrO The author mentioned the following in the article:
An efficient environmentally benign route for the synthesis of benzimidazo[2,1-a]isoquinoline has been developed by reacting 2-ethynylbenzaldehyde and related substituted alkynylbenzaldehydes with variously substituted ortho-phenylenediamines and aliphatic amines in ethanol. This method provides a convenient, room temperature, atom-economical, and catalyst-free access to diversely substituted isoquinoline fused benzimidazoles. Regioselectivity of the reaction, as referred to o-phenylenediamines, was confirmed by X-ray crystallog. The reaction was found to occur in three major steps (imine formations, cyclization, and aromatization) and a mechanism has been proposed. In addition to this study using o-Bromobenzaldehyde, there are many other studies that have used o-Bromobenzaldehyde(cas: 6630-33-7Electric Literature of C7H5BrO) was used in this study.
o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Electric Literature of C7H5BrOSynthetic applications of o-Bromobenzaldehyde include: synthesis of aza-fused polycyclic quinolines through copper-catalyzed cascade reaction, preparation of 1-substituted indazoles by CuI-catalyzed coupling with N-aryl hydrazides.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary