Good books with Jazz, nightlife, New York, bars, comedy, clubs, also race, gender, etc.

Need to analyze a book for school from different lenses and socio economic and other perspectives like race, class, gender, etc. I’m learning about the 20s in another class and I absolutely love it. (Also reading the great gatsby in English) So I would love books that give off that jazz noir New York speakeasy vibe that also touch on race. Preferably books that take place in New York between the 1920s-1960s. I picked up the Harlem shuffle but I’m not set on it.

by GontasBugz