N-Substituted cyanacetohydrazides in the synthesis of 3,3-dialkyl-1,2,3,4-tetrahydroisoquinolines by Ritter reaction

Recent Applications of Ritter Reactions in Organic Syntheses

“…In the first step, KDM 184 was activated in the presence of [75] In 2019, Shainyan and co-workers reported the Ritter reaction of acetonitrile 47 with N- [2-bromo-2-(trimethylsilyl) ethyl]-N'-(triflyl)ethanimidamide 198 in the presence of K 2 CO 3 at room temperature to give imidazoline 199 (Scheme 81). [76] In 2018, Sathyamoorthi and co-workers developed the synthesis of oxazoles 201 by the Ritter reaction of acetonitrile 47 with (1R,2S,5R)-2-isopropyl-5-methylcyclohexane-1-ol 200 in the presence of CuBr 2 , Zn(OTf) 2 as the catalyst and Selectfluor as an oxidizing agent under reflux condition (Scheme 82).…”

“…used cyanacetohydrazide 194 and carbinols 195 in 15 or 30 min to give respectively isoquinoline 196 or thiadiazole derivatives 197 in the presence of Benzene (PhH) and H 2 SO 4 as catalyst (Scheme 80). [75] …”

A Three-Component Synthesis of N-Substituted 6,7-Dimethoxy-3,3-Dimethyl3,4-Dihydroisoquinolyl-1-Acetic Acid Amides

“…ствующие семикарбазиды и тиосемикарбазиды [3]. Интерес к этому классу соединений обусловлен их разнообразной биологической активностью.…”

Design, Synthesis, and Toxicological Activities of Novel Insect Growth Regulators as Insecticidal Agents against Spodoptera littoralis (Boisd.)

“…The structural forms of this group constitute a common framework for a large variety of drugs and biologically and chemically active compounds which are used for their therapeutic and pharmacological properties. − Acyl urea and acyl thiourea compounds are known for their superior activity in insecticides and plant growth-regulating activity intermediaries. , In addition, heterogeneous nitrogen and sulfur are very important in the manufacture of active compounds such as herbicides and pesticides in the agrochemical industry . Moreover, the structure of compounds that contain an internal N–O or N–S bond can benefit plant absorption and metabolism. , In continuation of our research theme, we wish to report the synthesis and characterization of new urea and thiourea derivatives which were assessed as insecticidal agents against S. littoralis instar larvae.…”

“… 15 Moreover, the structure of compounds that contain an internal N–O or N–S bond can benefit plant absorption and metabolism. 16 , 17 In continuation of our research theme, we wish to report the synthesis and characterization of new urea and thiourea derivatives which were assessed as insecticidal agents against S. littoralis instar larvae.…”