ABSTRACT

This chapter provides the synthesis of N-fused heterocycles using isocyanide-based multicomponent reactions (MCR), transition metal catalyzed multicomponent reactions using isocyanides as a building block, and transition metal catalyzed insertion reactions using isocyanide. It describes the one-pot synthesis of uracil polyoxin C analogs using Ugi multicomponent reaction. The chapter presents the synthesis of morpholin- or piperazine-ketocarboxamide derivatives using Ugi three-component reaction induced by chiral cyclic imines. It discusses two-step reaction protocol for the synthesis of eight-member 1,5-benzodiazocine-2-ones by Ugi four-center, three-component coupling reaction (U-4C-3CR) and subsequent reductive cyclization using Fe/NH4Cl in protic solvent. The chapter also describes an efficient method to construct drug-like 2,3-dihydropyrazino[1,2-a]indole-1,4-diones from 1H-indole-2-carboxylic acids, ethyl pyruvate, isocyanides, and primary amines via a one-pot, two-step procedure involving Ugi reaction and microwave assisted cyclization. It analyses the synthesis of pseudopeptidic (S)-6-amino-5-oxo-1,4-diazepines and (S)-3-benzyl-2-oxo-1,4-benzodiazepines by an Ugi-4CC Staudinger/aza-Wittig sequence. The chapter examines a new strategy for the syntheses of skeletal, diverse, N-fused polycyclic compounds via an Ugi-type MCR.