The cyclohepta [b]indole scaffold constitutes a salient structural motif in natural products as well as in men-made pharmaceutically active ingredients. Cyclohepta[b]indoles consist of an indole nucleus fused to a seven-membered carbacycle. Interest in cyclohepta[b]indole chemistry originates from natural product chemistry and medicinal chemistry. The chemistry of cyclohepta[b]indole-based organic functional materials may be a research area with some potential. The state of the art of cyclohepta[b]indoloid chemism has been comprehensively and scholarly summarized by the leading review article of Stempel and Gaich in 2016. Following this lead, our Minireview covers the literature from 2016 to 2021.