One-pot synthesis of 1-amidoalkyl-2-naphthols catalyzed by melamine-Br3 under solvent-free conditions

Tribromo melamine-catalyzed one-pot synthesis of a series of 4-aryl-4,5-dihydro-1H-indeno[1,2-b]pyridine derivatives

“…A mechanistic rationale portraying the probable sequence of events for the formation of 4-aryl-4,5dihydro-1H-indeno[1,2-b]pyridine using TBM as a catalyst is given in Scheme 3. In this reaction, tribromomelamine could act as a bifunctional catalyst [25] in that it would activate both the carbonyl oxygen in the aldehyde and the acidic hydrogen in 1,3-indanedione. Because tribromomelamine contains Br atoms that are attached to N atoms, it is likely that Br + would be released in situ, and this species would act as a catalyst in the reaction medium, leading to a considerable increase in the electrophilicity of the aldehyde (intermediate a).…”

“…During recent years, tribromomelamine (TBM) has received considerable attention as an inexpensive and nontoxic catalyst for a series of organic transformations [23][24][25][26] due to its cost-effectiveness, eco-friendly nature, easy handling, high reactivity and simple workup procedures. TBM is reported as a homogeneous and non-hygroscopic solid catalyst in organic transformations, such as the synthesis of the trimethyl silylation of hydroxyl groups with 1,1,1,3,3,3-hexamethyldisilazane (HMDS) [23], the synthesis of 2-aryl thiazolines [24], the synthesis of 1-amidoalkyl-2-naphthols [25] and acetylation and formylation reactions of alcohols [26]. We have also synthesized a series of 7-aryl-8H-benzo[h]indeno[1,2-b]quinoline-8-one derivatives using tribromomelamine [27].…”

Recent Advances in the Reactions of β-Naphthol at α-Position

“…同样的, Ghorbani-Choghamarani 课题组 [33] 和巩凯课 题组 [34] 也分别相继使用三聚氰胺-Br 3 和 β-环糊精-丁烷 磺酸等催化剂完成了该反应, 顺利构建 1-酰胺烷基-2-萘酚及其衍生物. 2020 年 Kiyani 课题组 [35] 报道了己二酸 作为催化剂也能高效地催化该反应的进行, 与其它类型 的催化剂相比, 己二酸具有绿色、反应时间短及收率高 的优点, 且无需其它条件如微波或超声波等辅助催化.…”

Synthesis and Application of Fe3O4@RHA@MEL‐SO3H Nanocatalyst in the Synthesis of 1‐amidoalkyl‐2‐naphthols through a Statistical Approach to Optimize the Reaction Conditions

“…Hence, researchers are interested in investigating a safe method with high efficiency and performance for the preparation of 1-amidoalkyl-2naphthols. [21] Our investigation was performed towards developing a safe and Eco-friendly catalyst for 1-amidoalkyl-2-naphthols synthesis by Fe 3 O 4 @RHA@MEL-SO 3 H nanocatalyst due to its recoverability, magnetic property, and cost-effectiveness in organic material synthesis.…”

“…In some methods, the efficiency of the method decreases due to high temperature, costly catalysts, long reaction time, low reaction efficiency, harsh reaction conditions, incompatibility with green chemistry conditions, and use of toxic reagents. Hence, researchers are interested in investigating a safe method with high efficiency and performance for the preparation of 1‐amidoalkyl‐2‐naphthols [21] …”