diff --git a/debian.Dockerfile b/debian.Dockerfile
index 532dd983..c9ceb677 100644
--- a/debian.Dockerfile
+++ b/debian.Dockerfile
@@ -11,7 +11,9 @@ ENV RUSTUP_HOME=/usr/local/rustup \
   CXX_x86_64_unknown_linux_gnu=clang++ \
   RUST_TARGET=x86_64-unknown-linux-gnu
 
-RUN wget -O - https://apt.llvm.org/llvm-snapshot.gpg.key | apt-key add - && \
+RUN apt-get update && \
+  apt-get install -y --fix-missing --no-install-recommends gpg-agent ca-certificates openssl && \
+  wget -qO - https://apt.llvm.org/llvm-snapshot.gpg.key | apt-key add - && \
   echo "deb http://apt.llvm.org/focal/ llvm-toolchain-focal-14 main" >> /etc/apt/sources.list && \
   echo "deb-src http://apt.llvm.org/focal/ llvm-toolchain-focal-14 main" >> /etc/apt/sources.list && \
   curl -sL https://deb.nodesource.com/setup_16.x | bash - && \