Environment

jruby 1.7.19 (1.9.3p551) 2015-01-29 20786bd on Java HotSpot(TM) 64-Bit Server VM 1.8.0_65-b17 +jit [darwin-x86_64]

--1.9 -J-Xms256m -J-Xmx1024m -J-Dsun.rmi.dgc.client.gcInterval=3600000 -J-Dsun.rmi.dgc.server.gcInterval=3600000 -J-XX:+UseConcMarkSweepGC -J-XX:+CMSClassUnloadingEnabled -J-XX:MaxPermSize=128m --headless

Darwin C02LX2KVFD58.local 15.4.0 Darwin Kernel Version 15.4.0: Fri Feb 26 22:08:05 PST 2016; root:xnu-3248.40.184~3/RELEASE_X86_64 x86_64

Test I used

require 'java'
require 'jruby/core_ext'

# from https://github.com/jruby/jruby/wiki/JRuby-Reference#java_annotation
java_package 'test.hello'
java_annotation 'Path("/helloworld")'
class HelloWorld
end

java_class = HelloWorld.become_java!
puts "java_class had annotations: #{!java_class.annotations.empty?}"

I expect it to print I had annotations: true, but it prints I had annotations: false. Correspondingly, when I try to use an annotated Ruby class in some Java code, Java also complains that none exist.